Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 1 of 124

Exhibit 96 Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 2 of 124

HOW TO FIND MISSING-PERSONS A Handbook For Investigators Revised and Expanded Second Edition

Ronald Eriksen_ Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 3 of 124 ' ' -~06/11 ICMIPR0l 22:08:36 Page 1 .le a~d Character of Case:

ORGANIZED CRIME DRUG INVESTIGATION Date Property Acquired: Source from which Property Acquired: 1012 3RD ST, APT 303 07/06/2011 SANTA MONICA CA Anticipated Disposition: Acquired By: Case Agent: KOCH KRISTIN D TEAHAN RICHARD E Description of Property: Date Entered lB 172

ITEM 25: BOOK "HOW TO FIND MISS.ING PERSONS", WESTERN UNION BUSINESS CARD (ROOM B, BOOKSHELF)

Barcode ,. - · · · Location: ECRl 07/06/2011 •

Case Number: Om.ing Office: LOS ANGELES

,...... ,,11.4,..._ Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 4 of 124

Exhibit 97 Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 5 of 124

Murders Charged in Third Superseding Indictment • v. Bulger etal, Criminal No. 99-10371-RGS 1. Michael Milano (March 8, 1973)

2. Al Plummer (March 19, 1973)

3. William O'Brien (March 24, 1973)

4. James O'Toole (December I, 1973)

5. Al Notorangeli (February 21, 1974)

6. James Sousa(October 1974)

7. Paul McGonagle (November 1974)

8. Edward Connors (June 12, 1975)

9. Thomas King (November 5, 1975)

10. Francis "Buddy" Leonard (November 6, 1975)

11. Richard Castucci (December 30, 1976)

• 12. Roger Wheeler (May 27, 1981)

13. Debra Davis (Late 1981)

14. Brian Halloran (May 11, 1982)

15. Michael Donahue (May 11, 1982)

16. John Callahan (August I, 1982)

17. Arthur "Bucky" Barrett (July 1983)

18. John McIntyre (November 30, 1984)

19. Deborah Hussey (early 1985) • Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 6 of 124

Exhibit 98 Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 7 of 124

Page I

670 F.3d 48 • (Cite as: 670 F.3d 48) H Affirmed in part, reversed in part, vacated in part, United States Court of Appeals, and remanded. First Circuit. John E. DAVIS, Administrator of the Estate of Debra West Headnotes Davis; Robert P. Davis, Administrator of the Estate of Debra Davis; Marion Hussey, in her capacity as Ad· l!l Death 117 €;:;:,,17 ministratrix of the Estate of Deborah Hussey, Plain- tiffs, Appellees/Cross-Appellants, ill Death V. 1I 7Ill Actions for Causing Death UNITED STA TES of America, Defendant, Appel- l I 711l(A) Right of Action and Defenses lant/Cross-Appellee I l 7k 12 Grounds of Action John J. Connolly; John M. Morris; Lawrence Sarhatt; ll 7kl 7 k. Proximate cause of death. H. ; Robert Fitz.patrick; James Ring; Rode­ Most Cited Cases rick Kennedy; James Greenleaf; James Abeam; James Bulger; Stephen Flemmi; John Does 1-50, Defen• dants. To establish liability under ' Wrongful Death Act, in addition to wrongfulness, it must be shown that defendant's conduct was a but-for Nos. 10-1418, 10-1419, 10-1465, 10-1466, cause of plaintiffs injury, and that defendant's conduct l 0-2368, I0-2369, 11-2254, 11-2256. was a substantial legal factor in bringing about the Heard Oct. 6, 2011. alleged harm to the plaintiff M.G.L.A. c. 229, § 2 . Decided Jan. 20, 2012.

Federal Courts 170B €:=>776 Background: Families and estates of two women ill • killed by gang members who were also Federal Bureau of Investigation (FBI) informants 170B Federal Courts brought action against the United States under the l 70BVIII Courts of Appeals Federal Tort Claims Act (FTCA) in connection with I 70BVIIl(K) Scope, Standards, and Extent the . The United States District Court for the I 70BVIII(K)I In General District of Massachusetts, William G. Young. J., en• I 70Bk776 k. Trial de novo. Most Cited tered judgment for the families and estates, 682 F,Supp.2d 60, and awarded sanctions against the United States, 739 ESupp.2d 64. The United States Federal Courts 170B €:=>871 appealed, and the families and estates cross-appealed, seeking an increase in damages. 170B Federal Courts 170BVIIJ Courts of Appeals Holdings: The Court of Appeals, Boudin, Circuit I70BVIIl(K) Scope, Standards, and Extent Judge, held that: I 70BVlll(K)5 Questions of Fact, Verdicts ill district court's finding that FBl's negligence was and Findings the "but for" causation of the women's deaths was not l 70Bk870 Particular Issues and Ques- clearly erroneous; tions l2) murders of the two women were foreseeable; 170Bk871 k. Damages and extent of Q) mother's claim for loss of consortium survived as a relief. Most Cited Cases claim for "other damage to the person"; and @) award of $350,000 for each victim's con­ Review of Federal Tort Claims Act (FTCA) scious pain and suffering was not so low as to bench trial awards is for clear error as to factual issues • represent an abuse of discretion. and de novo as to questions oflaw. 28 U .S.C.A. §§ © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 8 of 124 Page2

670 F.3d 48 (Cite as: 670 F.3d 48)

1346, 2671 et seq. (FBI) informants, that FBI's negligence, in connection • with its handling of the informants, was the "but for" ill Federal Courts 1708 €=875 causation of the deaths of the two women, was not clearly erroneous, in light of evidence that the FBI frustrated the capture and prosecution of the infor­ 170B Federal Courts mants. 28 U.S.C.A. §§ 1346, 2671 etseg. l 70BVIII Courts of Appeals 170BVl1J(K) Scope, Standards, and Extent 170BVlll(K)5 Questions of Fact, Verdicts Ifil Death 117 ,C::,,17 and Findings J 70Bk870 Particular Issues and Ques- ill Death tions I 17Ill Actions for Causing Death 170Bk875 k. Personal injuries and I l 7111(A) Right of Action and Defenses death. Most Cited Cases l l 7k 12 Grounds of Action l l 7k17 k. Proximate cause of death. United States 393 €:=>143 Most Cited Cases

393 United States United States 393 ,C::,,78(9) 3931X Actions 393kl43 k. Trial. Most Cited Cases 393 United States 393V Liabilities Under the Federal Tort Claims Act (FTCA), the 393k78 Torts existence and extent of a duty of care are questions of 19Jk78(5) Nature of Act or Claim law; whether any such duty has been breached and 393k78(9) k. Personal injuries in gen­ whether proximate cause exists are questions for the eral. Most Cited Cases factfinder, whose determination is binding on appeal unless clearly erroneous. 28 U.S.C.A. §§ 1346, 2671 In applying Massachusetts law to Federal Tort et seg. Claims Act (FTCA) action brought by the families and • estates of two women killed by organized crime gang ~ Death 117 €=t7 members who were also Federnl Bureau of Investiga­ tion (FBI) informants, the murders of the two women were foreseeable following the reckless in the extreme ill Death conduct of FBI agents in deliberately intervening to 117111 Actions for Causing Death prevent the informants from being caught and prose- · l!]IJJ(A) Right of Action and Defenses cuted; although there was no evidence that the FBI I 17k I 2 Grounds of Action agents focused on the two women or had special rea­ l 17kl7 k. Proximate cause of death. Most Cited Cases son to believe that the informants would act violently toward them, the agents knew they were protecting extraordinarily violent men who had already see­ United States 393 €:=>78(9) mingly murdered others. 28 U.S.C.A. §§ 1346, 2671 et seg. United States J93V Liabilities Ifil Dea th 117 ss 393k78_ Torts 393k78(5) Nature of Act or Claim Death 393k78(9) k. Personal injuries in gen­ ill l Actions for Causing Death eral. Most Cited Cases 171H ill!JJ.ill.l Damages or Compensation l 17k80 Elements of Compensation District court's finding, in Federal Tort Claims l I 7k88 k. Loss of society. Most Cited Act (FTCA) action brought by the families and estates Cases of two women killed by organized crime gang mem­ • bers who were also Federal Bureau of Investigation © 20!2 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 9 of 124 Page 3

670 F.3d 48 (Cite as: 670 F.3d 48)

Under Massachusetts' law, mother's claim for loss awards in similar cases involving either asphyxiation • of consortium arising from the death of her daughter or murder. 28 U.S.C.A. §§ 1346, 2671 et seq. survived as a claim for "other damage to the person." M.G.L.A. c. 228. § l. 121 Federal Civil Procedure 170A ~768

11l Death 117 s2 170A Federal Civil Procedure 170AXX Sanctions ill Death 170AXX(B) Grounds for Imposition 117lll Actions for Causing Death 170Ak2767 Unwarranted, Groundless or I 17lll(H) Damages or Compensation Frivolous Papers or Claims I I 7k80 Elements of Compensation I 70Ak2768 k. In general. Most Cited I 17k82 k. Suffering of deceased. Most Cited Cases A court may sanction a completely baseless ar­ Death 117 €°=95(1) gument.

ill Death *50 Thomas M. Bondy. Appellate Staff, Civil Divi­ I 17lll Actions for Causing Death sion, Department of Justice, with whom Tony West, I l 71Il(H) Damages or Compensation Assistant Attorney General, and Jonathan H. Levy, I l 7k94 Measure and Amount Awarded Appellate Staff, Civil Division, Department of Justice, I 17k95 In General were on brief for defendant, appellant/cross-appellee. l 17k95(1) k. In general. Most Cited Ann M. Donovan with whom Law Office of Ann M. Donovan was on brief for plaintiff-appellee/cross Under Massachusetts law, the compensation for appellant Marion Hussey, in her capacity as Admini­ wrongful death can include mental, as well as physi­ stratrix of the Estate of Deborah Hussey. • cal, suffering, especially that in contemplation of imminent death; but, unlike the calculation of eco­ M.ichael J. Heineman with whom Paul J. Griffin and nomic damages, assigning a dollar figure to such an Mingace & Heineman were on brief for plain­ ordeal, perhaps very brief but horrible to imagine, is tiffs-appellees/cross-appellants John E. Davis and very difficult. Robert P. Davis, Administrators of the Estate of Debra Davis. l!!l Death 117 95(1) Before BOUDIN, HOWARD and THOMPSON, lJ.1 Death Circuit Judges. I 1711! Actions for Causing Death l 171ll(H) Damages or Compensation BOUDIN, Circuit Judge. I 17k94 Measure and Amount Awarded The United States appeals from judgments JI 7k95 In General awarding damages to the families and estates of two I 17k95(1) k. In general. Most Cited women, Deborah Hussey and Debra Davis, killed by James Bulger and Stephen Flemmi in the 1980s. Lili[ v. United Stales, 682 F.Supp.2d 60 /D.Mass.2010). It In applying Massachusetts law to Federal Tort also appeals from an award of$ 10,000 in attorney fees Claims Act (FTCA) action brought by the families and in the Davis case as sanctions against the United estates of two women killed by organized crime gang States. Davis v. United States 739 F.Supp.2d 64 members who were also Federal Bureau of Investiga­ (D.Mass.2010). The families and estates of the murder tion (FBI) informants, award of $350,000 for each victims cross-appeal, seeking an increase in damages murder victim's conscious pain and suffering was not for the victims' pain and suffering. so low as to represent an abuse of discretion; awards • were in line, even adjusting for inflation, with many This appeal is one of a number of cases in this © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 10 of 124 Page 4

670 F.3d 48 (Cite as: 670 F.3d 48)

circuit in which families of victims murdered by sachusetts tort law, was that lhe FBI had caused the • members of a organized crime gang have women's deaths through their flagrant negligence in brought suit under the Federal Tort Claims Act utilizing F!emmi and Bulger as informants, continu­ ("FTCA"), 28 U.S.C. §§ 1346(b}(lj. 2401{b), 2671 et ing to do so even after becoming aware of the pair"s seq.'"'' *51 The suits have aimed to impose liability on dangerousness, shielding them from prosecution, and the United States for the actions of Federal Bureau of "failing to control" them. Investigation ("FBI") agents for protecting gang members who were also FBI informants. Unlike a FN2. Davis' suit was brought by her mother, number of such suits, the timeliness of the Hussey and Olga Davis, in her capacity as the admini­ Davis claims is not disputed. stratrix of her daughter's estate; Olga Davis having died in 2007, the new administrators FN I. Donahue v. United States.. 634.F,3d 615 of Debra Davis" estate now carry on this lit­ (1st Cir.2011); Limone v. United States 579 igation. Hussey's suit was brought by her F.3d 79 fl st Cir.2009); McIntyre v. United mothert Marion Hussey, who is the admini~ States, 545 F.3d 27 (] st Cir.2008): Barrell v, stratrix of Deborah Hussey's estate. United States, 462 F.3d 28 {1st Cir.2006), cert. denied, 550 U.S. 936. 127 S.Ct. 2265, The cases were consolidated, Etil and they were 167 L.Ed ?d 1093 (2007): Patterson v. tried by the district judge in a bench trial. At the con­ United Stales. 451 F.3d 268 (lst Cir.2006); clusion, the district court found the government liable Rakes v. United States, 44? F.3d 7 (l st for negligence. It awarded the Davis estate $1 million Cir.2006); Callahan v. United States, 426 for her mother"s loss of consortium, the Davis and F.3d 444 Ost Cir.2005); Mc!ntvre v. United Hussey estates $350,000 each for pain and suffering States, 367 F.3d 38 (l st Cir.2004), See also resulting from their murders, and much smaller United States v. Conno//v 504 F.3d 206 (1st amounts for funeral expenses. Litif: 682 F.Supp.2d at Cir.2007); United States v. Conno//v, 341 ~ Later, the court added sanctions against the gov­ f,3d 16 (l st Cir.2003). cert, denied. 552 U.S. ernment as described more fully below. Davis. 739 1260 128 S.Ct. 1689 170 L.Ed.2d 359 F.Supp.2d at 69 70. • (2008); United States v, Flemmi 225 F.3d_78 (1st Cir.2000). cert, denied, 531:U,S,U]Q, FN3. Davis and Hussey"s claims were con­ 121 S.Ct. 1137, 148 L.Ed.2d 1002 (2001). solidated with each other and with that of Louis Litifs. Our separate opinion address­ The claims stern from the murders-in 1981 and ing Litifs suit is also released today, Uti( v. 1984 or 1985, respectively-of Debra Davis ("Da­ United States. 670 FJd 39 Ost Cir.). vis"), Flemmi"s girlfriend, and Deborah Hussey ("Hussey"), the daughter of Marion Hussey (with Certain of the findings of fact and chronology whom Flemmi had a relationship and lived for some help to put the judgment in context: years}. Both Davis and Hussey, then in their mid-20s, were murdered in the same fashion: on separate oc­ 1964: FBI agent Paul Rico opens Flemmi as an in­ casions Bulger and Flernmi lured each one into a house and then strangled her. The district judge found formant. LWC 682 F:Supp.2d at 68. that the motive for the murders was primarily domes­ tic rather than to kill business associates of, or poten­ I 969: Flemmi is indicted for the I 967 murder of tial witnesses against, Flemmi and Bulger. Litif, 682 Edward Bennett and attempted murder of John F .Supp.2d at 71, 73. Fitzgerald. Mclntvre v. United States· 44 7 F.Supp.2d 54. 78 (D.Mass.2006). Rico tipped Flemmi *52 off about the pending indictment and The bodies of the women were not discovered until 2000, and Flemmi pied guilty to their murders in Flemmi was able to flee to Canada and escape fur­ 2003. Lili[ 682 F.Supp.2d at 64, The Davis and Hus­ ther prosecution. When he tipped Flemmi off, Rico sey families filed complaints in the district court had intelligence information that Flemmi was guilty against the United States under the FTCA in 2002 and of the murder. LitiC 682 F.Supp.2d at68-69. • 2003.fill The gist of the claims, drawing upon Mas- iO 2012 Thomson Reuters. No Claim to Orig. US Gov. Works._ Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 11 of 124 Page 5

670 F.3d48 (Cite as: 670 F.3d 48)

1971: Rico opens Bulger as an informant. Both • Bulger and Flemmi were designated as top echelon 1983: In response to an inquiry from out-of-state informants, and were part of the FBI's overall law enforcement officers, Connolly writes a memo priority at that time of prosecuting La Cosa Nostra, establishing a plausible alibi for Bulger for the a rival organized crime group. Id. at 68. murders of Roger Wheeler and John Callahan. Id. at 72. At least one of these alibis was pre-arranged in a 1974: Flemmi returns to Boston after Rico told him phone call between Bulger and Connolly. McIntyre, it was safe to do so. Id. at 69. The murder and at­ 447 F.Supp.2d al 82. tempted murder charges were dismissed in No­ vember of 1974 due to unavailability of the prin­ 1984 or 1985: Flemmi and Bulger murder Deborah cipal wimess. Hussey by strangling her because she had become an "inconvenience." Litif, 682 F.Supp.2d at 73. 1975: FBI agent John Connolly takes over as Bulger and Flemmi's handler. McIntyre. 447 The FTCA is a limited waiver of the sovereign F.Supp.2d at 73-74. immunity that the United States otherwise enjoys, and it allows suits against the United States for money 1976: Connolly tells Bulger that Richard Castucci, damages for a bookmaker, has been cooperating with the FBI. Castueci was murdered shortly thereafter and personal injury or death caused by the negligent or Flernmi and Bulger disposed of the body. Mcln1yre wrongful act or omission of any employee of the v. United States. 545 F.3d 27. 31 & n. 5 {] st Government while acting within the scope of his Cir.3008). The FBI received information following office or employmenti under circumstances where the murder that Bulger was responsible. Litif. 682 the United States, if a private person, would be lia­ F.Supp.2d at 69. ble to the claimant in accordance with the law of the place where the act or omission occurred . 1979: Connolly asks a federal prosecutor to remove Bulger and Flemmi from a race-fixing indictment; 28 U.S.C. § 1346(b)(I ). Thus, the legal questions • this request was a "substantial factor, if not the sole in this case-centering on principles•53 of causation reason, that Bulger and Flemmi avoided indict­ and damages-are primarily those of Massachusetts ment." Id. at 70. Connolly then asked Bulger and law. Flemmi to not murder the cooperating witness in that case. Id On appeal, the government challenges both the district court's reading of Massachusetts case law on 1980: Louis Litif, a former top echelon informant proximate cause (as well as its factual f'mdings un­ handled by Connolly and a bookmaker, is murdered derlying but-for causation) and the award of by Bulger and an associate (a finding of fact dis­ loss-of-consortium damages to Davis' deceased puted by the government in today's companion case, mother. It also contests the sanctions against it. The see note 3, above) after Connolly leaked Litifs re­ Davis and Hussey families have cross-appealed, cent offer to cooperate with law enforcement and to seeking an increase in the respective $350,000 awards incriminate Bulger. litif. 682 F.Supp.2d at 70. of damages for conscious pain and suffering.

l 980: State police decide to wiretap a garage fre­ [l] Liabiliry. Massachusetts' Wrongful Death Act, quently used by Bulger and his associates and Mass. Gen. Laws ch. 229, § 2 (2011), imposes liabil­ Connolly leaks this information to Bulger. Id. at 71. ity, inter alia, on "[a] person who (] by his negligence causes the death of a person." The statute largely 1981: Bulger and Flemmi murder Debra Davis, incorporates common law tort principles. Matsuyama Flemmi's girlfriend of nearly ten years, by stran­ v. Birnbaum, 452 Mass. 1. 890 N.E.2d 819, 836-38 gling her, because she "showed an inclination to get (2008). In addition to wrongfulness, it must be shown on with her life (without Flemmi) and had displayed "that defendant's conduct was a but-for cause of • an interest in another man." '-"'-"'--'-'-' (plaintiffs] injury ... and that defendant's conduct was (!;/ 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 12 of 124 Page6

670 F.3d 48 (Cite as: 670 F.3d 48)

a 'substantial legal factor' in bringing about the al­ tipped him off and encouraged him to flee just be­ • leged harm to the plaintiff." Jorgensen v. Mass. Port fore Mr, Flemmi was indicted for the bombing of Auth. 905 F.2d 515,524 (1st Cir.1990). John Fitzgerald and the murder of Waiter Bennett.,. [l]fMr. Flemmi had been prosecuted in J969 for the illill Our review of FTCA bench trial awards is Fitzgerald bombing or the William Bennett murder, for clear error as to factual issues and de nova as to his role as an FBI infonnant *54 might have been questions of law, Wojciechowicz. v, United States 582 disclosed and examined more than 30 years ago. But F.3d 57, 66 Ost Cir.2009). "The existence and extent Mr, Rico prevented that from happening. of a duty of care are questions of law; whether any such duty has been breached and whether proximate !dli£.... 9..8.2 F.Supp.2d at 68--69 (quoting United cause exists are questions for the factfinder, whose Stares v. Flemmi, 195 F.Supp.2d 243, 247 determination is binding on appeal unless clearly (D.Mass.2001)) (internal footnotes omitted). erroneous." Id. (internal quotation marks and citations omitted). As it happens, proximate cause can also raise Flemmi's co-defendant Francis Salemme was legal issues as well as factual ones; but-for causation is convicted of the bombing in 1973 and sentenced to a almost always a factual issue. substantial terrn, United Slates v. Salem me 9 I F.Supp.2d 141, 184 (D.Mass.1999). The district judge The district court found that the FB!'s handling of concluded in substance that, but for Rico's tip and Flemmi and Bulger was "negligent," Lili(, 68? Flemmi's flight, F!emmi would likely have suffered F.Supp.2d at 76: but, as the facts demonstrate and the the same fate and been in jail when the two women district judge's closing denunciation confirmed, id at were later killed. Although Bulger as well as Flemmi 86-89 it was negligence of a wildly reckless flavor. participated in the actual murders, it was Flemmi who See also note 1, above, No detailed ree-itation is re,. had the relationship with the women, had the clearer quired here because the government makes no attempt motive, and lured them into the houses where they to challenge the findings of wrongdoing by FBI han­ were strangled. dlers; its attack is on findings of "but for" and "proximate" causation. The government says that Salemme's conviction • does not show that Flemmi too would have been B.l The government first disputes but for causa­ convicted. It points to an "important witness" who tion, saying that proof is lacking· that FBI negligence testified that Salemme had panicipated in the at­ more likely than not led to the deaths of the two tempted murder and that his (the witness's) previous women. The district judge, by contrast, found that the statements that Flemmi was involved were false. Sa­ FBI handlers kept Flemmi and Bulger in play and on lemme, 91 F.Supp.2d at 184. Flemmi, it notes, agreed the street, and deliberately interfered with attempts by during his 2009 testimony with the statement that "Mr. prosecutors or other l~w enforcement entities and Salemme had a much more substantial role in the agents to arrest and prosecute Flemmi and Bulger, planning and execution" of the attempted murder than litif, 682 F.Supp.2d at 76. The chronology set forth did Flemmt Overall, the government suggests that

above bears out these premises. Flemmi, even if convicted1 might have received a ' shorter sentence. Yet the question remains whether any specific sequence of events--or a cumulation of them-makes Yet the government indicted Flemmi and had it more likely than not, Enrich v. Windmere Corp., 416 evidence against him even if part of it later proved to Mass, 83, 616 N£2d I08L 1084 (1993). that the be unreliable; Flemmi also admitted in his testimony FBJ's actions were causal steps leading to the women's at this trial that "he assisted in placing the bomb" in deaths. After hearing Flemmi's testimony at the bench the murder attempt; and the government continued to trial, the district court explicitly accepted the finding assert his involvement when it prosecuted him in the made by another district judge in a sentencing hearing 1990s, Salemme, 91 F,Smip.2d at 181-82. Recon­ forFlemmi: structing now just what evidence the government might have presented many years ago is difficult, but It is clear to me that Mr. Flemmi would have either the district court's but-for finding is not clear error. • been killed or in prison ... if Paul Rico had not © 2012 Thomson Reuters. No Claim to Orig, US Gov. Works, Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 13 of 124 Page7

670 F.3d 48 (Cite as: 670 F.3d 48)

The but-for determination is reinforced by evi­ access to a gun collection to a young adult whom she • dence of the other episodes described in the chronol­ knew "had a history of violence, had recent problems ogy above in which the FBI frustrated the capture and with the law, and had been under psychiatric obser­ prosecution ofFlemmi and Bulger. Even if each of the vation" and therefore might use one of the guns "in the others is attended by more doubts as to consequences commission of a violent crime." Id at 837. The young than Rico's original warning to flee, each adds some­ man fatally wounded a police officer with one of the thing to the overall percentage chance that-but for guns, and the state's Supreme Judicial Court ("SJC") the FBI misconduct-these murders would ·not have reversed a grant of summary judgment for the occurred. That no one can assign exact probabilities is homeowner and remanded for trial. Id. at 833. beside the point, and does not prevent an ultimate "more likely than not" finding. .lupin is also on point on a closely related issue, for it declares: ill The government also contests whether, even if the FBI"s actions were a but-for cause of Davis and It is irrelevant whether (the defendant] foresaw or Hussey's murders, the government can be held liable should have foreseen the specific danger that oc­ for the murder of victims whom the FBI could not, in curred .... "It is sufficient that the same general kind the district court's words, have "particulariy foreseen." of harm was a foreseeable consequence of the de­ Liti[ 682 F.Supp.2d at 76. Here, the primary question fendant's risk-creating conduct." is whether the district court correctly discerned, and then properly applied, the proximate cause concept 849 N.E.2d at 837 n. 8 (quoting Andrew J. under Massachusetts law; the first is reviewed de McClurg, Armed and Dangerous: Tort liability for novo; on the second, the district court's judgment is the Negligent Storage o(Firearms, 32 Conn. L.Rev. reviewed with more deference. Wofciechowicz 582 1 I 189, 1232 (2000)). Accord Carey v. New Yorker of F.3d at 66. Worcester l11C0 355 Mass. 450. 245 N.E.2d 420. 423 (1969) ("The specific kind of harm need not be fore­ That the FBI agents could not have foreseen that seeable as long as it was foreseeable ... that there Davis and Hussey were going to be victims is true in would be violence toward others."): • one narrow sense; there is no evidence that the agents focused on these two women or had special reason to Massachusetts case law is equivocal where mere believe that Flemmi or Bulger would act violently carelessness creates a hazard to an unlimited class of toward them. What the agents knew, as the prior potential plaintiffs. In Kent v. Commonwealth 437 chronology demonstrates, is that the agents were Mass. 312, 771 N.E.2d 770 (2002}. a police officer, protecting extraordinarily violent men who had al­ shot by a released parolee serving a life sentence in ready seemingly murdered others. To this extent, it prison for second degree murder, sued Massachusetts, was foreseeable that Bulger*55 and Flemmi might arguing that the parole board had been negligent in well kill anyone who threatened or seriously incon­ releasing the prisoner. Although the SJC said that the venienced them. Davis and Hussey-were not random parole board action was not the proximate cause, it victims; they had close and prolonged associations stressed that before the shooting, custody of the pa­ with Flemmi. The districtjudge thus found: rolee had been transferred by the state to the Immi­ gration and Naturalization Service to effectuate his Given [Massachusetts'] definition of foreseeability, deportation. Id at 777 78. it is easy to conclude that Davis and Hussey's deaths were the type of potential risks-violent crimes by I.eavirt v. Brockton Ho:;pilol Inc.• 454 Mass. 37. Bulger and Flemmi-that made the FBl's conduct 907 N.E.2d 213 (2009), is a similar example of a negligent in the first instance. hedged denial of liability where the harm was more immediately due to the negligence of a third party. Lili(. 682 F.Supp.2d a!}~. There, a police officer was injured while responding to an emergency call where a patient was struck by a car The Massachusetts case most closely in point is when walking home from the hospital; the officer .lupin v. Kask, 447 Mass. 141. 849.N.E.2d 829 (2006). argued that the hospital had negligently released the • There, a homeowner had provided unsupervised patient without an escort. Id at 215. The SJC pointed © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 14 of 124 Pages

670 F,3d 48 (Cite as: 670 F.3d 48)

to the negligent driver as an intervening cause, adding another's harm to make the actor liable therefor." ~ • that liability might have existed had the patient di­ Id. at 306. rectly injured a third party (for example, by driving a car home from the hospital that struck a pedestrian). FN4. Restatement (Third) of Torts § 33(b) Id at 220. (2010) elaborates: "An actor who intention­ ally or recklessly causes harm is subject to The latter caveat could easily capture our own liability for a broader range of harms than the case, so Leavitt is far from helpful to the government. harms for which that actor would be liable if Nor is the government helped by incautiously quoting only acting negligently. In general, the im­ L.~.avitl 1s statement that i•there is no duty to control portant factors in determining the scope of another person's conduct to prevent that person from liability are the moral culpability of the actor, causing harm to a third party," 907 N.E.2d at 216: as reflected in the reasons for and intent in affirmatively empowering known killers to remain at committing the tortious acts, the seriousness large is unlikely to be what the SJC had in mind in the of harm intended and threatened by those quoted statement. acts, and the degree to which the actor's conduct deviated from appropriate care." *56 Although foreseeability is a prime element in proximate cause, Palsgraf v. Lang Island Railroad This brings us to McC!oskey. 446 F.3d 262, Co .• 248 N.Y. 339. 162 N.E. 99 (1928). the concept is heavily relied upon by the govemmem. There, an FBI freighted with policy concerns about open-ended employee failed to follow up with a wanted bank liability for remote effects, which courts may cut off robber who called offering to surrender; the next day under a variety oflabels (lack of duty, unforseeability, the robber murdered a stranger whose estate sued the intervening cause, scope of the risk). E.g., McC/oskr,v federal government under the FTCA and, as here, v. Mueller, 446 F.3d 262 (1st Cir.2006). The concerns invoked negligence under Massachusetts law. This are especially acute where official or institutional court agreed with the district judge that Massachusetts actors are engaged in inherently dangerous activities, courts would not have imposed liability on a similarly • such as law enforcement or custodial care, situated private employer. But her~, as in Jupin, this is not a mine-run case. But in McC/oskev, the FBI agent had done noth­ The FBI agents affirmatively intervened to protect ing other than fail to pursue a tip, in no way "taking Bulger and Flemmi both by tips to the men and by charge" of the telephoning criminal or otherwise as­ blocking law enforcement measures that would likely suming responsibility for him. 446 F.3d at 270. Here, have brought them to justice before the murders of the by contrast, the agents deliberately intervened to two women. See McC/oskev 446 F.3d at 267 ("[A] prevent their own dangerous informants from being defendant's duty is more limited when negligence caught and prosecuted. And, of course, their actions consists of an omission rather than an act of commis­ were not merely careless but reckless in the extreme, sion."), Given the agents' knowledge of their charges' making the outcome~albeit inspecific as to the vic­ murderous inclinations, the threat to others was in tim-eminently predictable. Johnson, 577 N.E.2d at broad terms foreseeable; and the FBI agents' actions 306. were not merely negligent but reckless in the extreme. Loss of Consortium. The di.strict court awarded In Johnson v. Summers, 411 Mass. 82, 577 the estate of Davis' mother Olga, who died in 2007, $1 N.E.2d 301 (1991}. cert. denied, "-"-''-"'""-'-'-"=c.u-"' million for loss of consortium. Lirif, 682 F.Supp.2d at S.Ct. I 166. 117 L.Ed.2d 412 (1992), a case involving 82-85. At common law, a number of claims did not arguably attenuated causation, the SJC cited the survive the death of the sufferer, but a Massachusetts tatement (Second) of Torts§ 501 (1965). which says statute preserves a variety of such claims including that "[t]he fact that the actor's misconduct is in reck­ "[a]ctions of tort •57 ... for assault, battery, impri­ less disregard of another's safety rather than merely sonment or other damage to the person." Mass. Gen. negligent is a matter to be taken into account in de­ l,a;ys1::J:i,;!2l!,._§_J_ (2011). See Rendek v. Sheriff of termining whether a jury may reasonably find that the Bristol_ Cnty, 440 Mass. 1017 797 N.E.2d 891 • actor's conduct bears a sufficient causal relation to 891-92 (2003). The government disputes that Olga's © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 15 of 124 Page9

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loss of consortium constitutes "damage to [her] per• property"), Mass. Gen. Laws ch. 228, S I; nor does • son,n Harrison suggest such a distinction. The consortium loss in this case was caused by murder at one level ( The government's argument rests importantly on Bulger and Flemmi) and patently reckless behavior at Hev v. Prime. 191 Mass. 474, 84 N.E. 141 (1908), another (the agents). which (interpreting the same language in a predeces­ sor statute) held that the statute did not preserve a loss [fil The SJC declined to extend Harrison to pre­ of consortium action brought by a widower because serve a statutory privacy claim for unlawful wiretap· "the wrong suffered by him while personal in effect, is ping, pointing out that the Harrison tort involved regarded as purely consequential in character." [Ii. at "severe emotional injury" while the wiretap claim had .!43. The case is over 100 years old but was followed, an "ephemeral quality that has undoubtedly led the somewhat more recently, in Summers v. Boston Safe Legislature to grant statutory minimum damages /2!ai.osil &-Tnist Co .• 301 Mass. 167, 16 N.E.2d 670, without any proof of harm.'' Pine v. Rust. 404 Mass. 672 (1938). 11.l.,_)35 N.E.2d 1247, 1251 (1989). But emotional impact is central to loss of consortium which com­ However, 40 years later, the SJC held that a claim pensates "for the loss of the companionship (and] for intentional infliction of emotional distress did affection ... of one's spouse." Agis. 355 N.E.2d at 320. survive as a claim for "other damage to the person"; We agree with the Davis estate that the claim is saved and the court declared that the statute was intended to by the statute. be "sufficiently dynamic to allow for a change in judicial conceptions of what types of harm constitute Pain and suffering. Both the Davis and Hussey legally redressable 'damage to the person.'" Harrison estates ask that we increase the $350.000 awarded to v. Laval Protective life f11s. Co., 379 Mass. 212,396 each by the district court for conscious pain and suf• )'lJ;:.2d 987, 989 (1979). It then said of ffgy_ and other fering. The district court found that similar cases from the same time period: *58 Davis and Hussey were strangled to death. Those cases cited ... which gave a narrow construc­ Death by asphyxiation is not immediate, so at least a • tion of 'damage to the person' were decided at a few minutes must have passed from the time that time when the general attitude of the court toward these victims realized they were being murdered mental or emotional distress as a legally redressable until they lost consciousness. The Davis family has harm was more restrictive than it is today. not carried its burden of proving that Debra's final moments were more extensive than that.

litif, 682 F.Supp.2d at 85. Although the court did not formally overrule ffgy_ v Prime it is not apparent why one wou]d distin­ The Davis estate contests the finding condensed guish-from the standpoint of harm-between the in the second of the two sentences just quoted-that emotional damage inflicted by insults or harassment the period of suffering was brief-by arguing that the and the emotional damage suffered from the loss of evidence shows Debra Davis was killed because companionship stemming from the loss of a spouse or Flemmi and Bulger thought she knew too much about child. In other situations the SJC has tended to treat the the pair"s relationship with Connolly. This might make two torts as closely related variants. Nancy P, v. more likely the estate"s proposed inference-that D"Amato 401 Mass. 516. 517 N.E.2d 824. 828 n. 9 Flemmi and Bulger "debriefed" Davis before killing 0988). Accord Agis v. Howard Johnson· Co.• 3.11 her and that at the very least there was a substantial r:,-tass. l~0, 355 N.E.2d 315, 319,-:;l0 (1976). period in which she would have apprehended death.

Of course, one could draw a line between wicked But the "knew too mucht' inference is no more torts and mere carelessness, but despite the companion than reasonable speculation and, even if assumed true references to "assault, battery, [and] imprisonment," as a partial motive, does not entail that Flemmi and other preserved tort claims in the state statute are in no Bulger had any reason to think that she had already • way so qualified (e.g., "for damage to real or personal confided to the police. Other evidence to show pro· © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 16 of 124 Page 10

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longed detention (specifically, that she was dragged to Miles v. Melrose, 882 F.2d 976, 980-81 (5th • a basement and her mouth was duct-taped) was found Cir.1989), ajj'd, 498 U.S. 19Jlll S.Ct. 317. 112 by the district judge not to be credible, Litif 682 L.Ed.2d 2751 (!990} ($140,000 for pain and suf­ F.Supp.2d at 72 n. 11, and the finding has not been fering when victim had been stabbed or cut at least shown to be clear error. 62 times);

Hussey does not make a comparable factual claim *59 Luecke v. Mercantile Bank o{Jonesboro, 720 but does join with Davis in arguing that it was an F.2d 15. 18 (8th Cir.1983)1$25,000 for bludgeoning abuse of discretion to award only $350,000 for pain death where victim was alive for one to five minutes and suffering. And, as Hussey points out, the district before her death); court's description of Hussey's death suggests that even if the period was brief, it was still pretty terrible: IQM Ashley Lakes, Inc. v. Jennings [264 Ga.App. ~;i~l, 590 S.E.2d 807, 820 (Ga.App.2003) ($2.5 Bulger grabbed Deborah Hussey from behind and million for strangulation with a stocking where the scissored her neck between his forearms to crush victim retained consciousness for 40 seconds to her windpipe. Hussey fought desperately for her life three to five minutes). and knocked Bulger over. When the two fell to the floor, Bulger jack-knifed his body to work his legs The families in this case rely on McIntyre, 447 around Hussey's body to crush her torso. F.Supp.2d at I 18-19. There, Bulger attempted to strangle McIntyre, who had been handcuffed and Lili( 682 F.Su1;m.2d at 73. chained for five or six hours, inflicting such pain that McIntyre vomited and gasped for air, and responded I1] Under Massachusetts law, the compensation "yes, please" when Bulger offered to shoot him in­ for wrongful death can include mental, as well as stead. The judge in Mclntvre concluded that this physical, suffering (especially that in contemplation of amounted to "torture," id at I 19, and awarded $3 imminent death), Sisson v. Lhowe 460 Mass. 705, 954 million for pain and suffering. N.E.'d 11[5 (2011}; but, unlike the calculation of • economic damages, assigning a dollar figure to such Although McIntyre does not stand a!one,rn, it an ordeal-perhaps very brief but horrible to im­ appears to be at the high end of the range. And the agine-is very difficult. We have been hesita1it to question whether it might itself have been excessive overturn an "'an award of non-economic damages was never presented on appeal to this court. Given that unless the award i,s either grossly disproportionate to a substantial cluster of awards for similar suffering are the proven injuries or trenches upon a miscarriage of at or below the amounts awarded in this case, justice." limone v. United States 579 F.3d 79, 103 $350,000 cannot be said to be so low as to represent an (1st Cir.2009). abuse of discretion, let alone a miscarriage of justice. limone 579 F.3d at l03. Ifil The closest thing to an objective measure is itself nothing other than the composite of subjective FN5. E.g., TGM Ashley Lakes. Inc., 590 judgments reflected in other awards in like cases. The S.E.2d at 820; Stethem v. Islamic Republic of problem for the Davis and Hussey families is that the !ran, 201 F.Supp.2d 78, 88-89 {D.D.C.2002) awards in this case are in line, even adjusting for in­ ($ I million award for victim who lived sev­ flation, with many awards in similar cases involving eral minutes after being shot). either asphyxiation or murder. Consider, for example, the following: Sanctions. After the final judgment, the Davis and Hussey estates moved for sanctions against the gov­ Jutzi-Johnson v. United States, 263 F.3d 753, ernment, which the district court granted in part. Davis J§0---61 0th Cir.2001) (surveying accidental v. · United States, 739 __ F.Supp.2d 64 fD.Mass.2010). drowning cases and finding the pain and suffering The district court awarded $5,000 in the form of at­ awards to range from $15,000 to $150,000); torney's fees to each estate on the ground that the government had asserted a comparative negligence • defense in bad faith and, by inference, that the purpose © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 17 of 124 Page 11

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must have been to harass and embarrass. The gov­ • ernment's appeal includes a challenge to the sanctions. · The district judge"s decision may be read to rest in part on such an inference. A portion of the govern­ l.2} A court may sanction a completely baseless ment's opening statement as to Hussey"s mother. Ma­ argument, e.g., Whitnev Bros. Co. v. Svrafkin. 60 F.3d rion Hussey, included statements like: 8, 14 fist Cir.1995). although if this were taken too literally, the rubric would cover a vast number of That's all blood money coming to her from Flemmi briefs and memoranda. Here, the district court found from his life of crime1 and she comes in here says it's baseless only a single defense, asserted by the gov­ not my fault .... She washed his clothes after he cut emment1s amendment to its answer: that the murdered the teeth out of all these people. women and their mothers, like the United States, "also should have known about that risk' and taken steps to Davis. 739 F.Supp.2d at 69. The government avoid it, and failed to do so." !1:!ii The government continued this line of questioning when Marion Hus­ asserted that the women and their mothers sey testified, focusing on financial benefits she may have gained from Flemmi. The district judge"s sanc­ FN6. The government withdrew the defense tion discussion pointed to these excerpts. as asserted against Davis' deceased mother, but it remained against Hussey, her mother, If the district judge reasonably concluded that the and Davis. opening statement and questioning were intended to harass, a sanction would be permissible. United Sia/es were aware of the violent and criminal history and vJ(.notl. 256 F.3d 20, 36 Ost Cir200I). cert. denied, propensities of Stephen Flemmi but failed to take 534 U.S. 1127 122 S.Ct. 1064, 151 L.Ed.2d 967 action to alert any law enforcement agency of those (2002). But the district court explicitly rested its facts and otherwise failed to warn or protect finding of intent to harass in part on the premise that (themselves] from the known risk of harm; and such the defense itself was patently baseless-a view we do negligence ... caused. or contributed to, the damages not share. Davis. 139 F.Supp.2d at 69. So the finding • complained of. of intent to harass must be reconsidered on remand. The defense was unlikely to prevail on its own In addition, the district court did not limit the facts, especially with respect to Deborah Hussey, sanction to Hussey but referred to "the cognate ar­ whom Flemmi had abused as a teenager. While the guments sullying Debra Davis." Davis. 739 F.Supp.2d plaintiffs' charge here was negligence, and compara­ at 69. Neither the district court nor the Davis estate has tive negligence is a defense, or basis for reducing pointed to similarly specific and potentially harassing damages, in Massachusetts, e.g.. Haglund v. Philip conduct directed towards Davis or her mother, other Morris Inc. 446 Mass. 741. 847 N.E.2d 315,323 n. 9 than simply raising the defense itself. And, as already (2006), the FBI agents' eonduct was not merely neg­ noted. we do not think that by simply raising the ab­ ligent but culpably reckless. So the odds *60 that a stract defense the government opened itself to sanc­ comparative negligence defense might succeed were tions. surely very small. This was a set of cases with very difficult issues, Still, our review of Massachusetts caose much emotion, and a sprawling background that is law-including that cited by the Davis and Hussey hard enough to organize even on appeal-let alone in estates-indicates it does not explicitly rule out the a full-blown trial; the district judge deserves credit for defense in somewhat similar circumstances. See, e.g., having brought the ship safely into port. But we have Lakew v. Mass. Bav Transp. Authority, 65 to keep in mind that both sides in a hard fought case Mass.App.Ct. 794, 844 N.E.2d 263, 269 (2006). So a often overdo their presentations, and misconduct sanction against the government could not rest merely , sanctions are a serious business. We are confident that on the asserting of a defense quite unlikely to succeed. the district judge will take a fresh look at the matter on Rather, there would have to be something more-such remand. as finding that the defense was employed simply in • order to harass . CJ 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 18 of 124 Page 12

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The judgments of the district court are affirmed • save as to sanctions. The sanction awarded to the Davis plaintiffs is reversed; that awarded to the Hus­ sey plaintiffs is vacated and the district court may consider on remand whether, granting that the defense was permissibly asserted, it wishes to treat the trial opening and cross examination as intentional ha­ rassment. If it does, it should make appropriate find­ ings as well. Each side is to bear its own costs on this appeal.

It is so ordered

C.A.I (Mass.),2012. Davis v. U.S. 670 F.3d 48

END OF DOCUMENT •

• © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 19 of 124

Westlaw.

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West Headnotes

United States District Court, ill United States 393 ,C,:,:,78(12)

D. Massachusetts. United States Emily McINTYRE and Christopher McIntyre as co-administrators of the Estate of John L. Liabilities McIntyre, Plaintiffs, 393k78 Torts V. 393k78(12) k. Execution of Statutes or The UNITED STA TES of America, et al., Regulations; Discretionary Acts or Functions. Most Defendants. Cited Cases -- Civil Action No. 0l-CV-10408-RCL. Discretionary function exception to waiver of sovereign immunity contained in Federal Tort Sept. 5, 2006. Claims Act (FTCA) applies and government is Background: Family of murder v1ct1m brought shielded from tort liability when: ( 1) conduct itself • wrongful death action against United States, seeking is discretionary, and (2) exercise of discretion damages due to murderers' role as Federal Bureau of involves, or is it susceptible to, policy-related Investigation (FBI) informants. judgments. 28 U.S.C.A. § 2680(a).

Holdings: The District Court, Lindsay. J., held that: ill Negligence 272 ,C,:,:,274

ill FBI owed legal duty to victim; Negligence W FBI agent was acting within scope of his employment in breaching duty; Heightened Degrees of Negligence Q} agent's actions were proximate cause of victim's 272k274 k. Reckless Conduct. Most Cited death; (i) mother of victim was proper claimant; Actor's conduct is in "reckless disregard" of ill mother was not entitled to economic loss safety of another under Massachusetts law ifhe does damages; and aet or intentionally fails to do act which it is his duty @ mother was entitled to damages for loss of to other to do, knowing or having reason to know of eonsortium and victim's conscious suffering. facts which would lead reasonable man to realize , not only that his conduct creates unreasonable risk Judgment for plaintiffs. of physical harm to another, but also that such risk is substantially greater than that which is necessary • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 20 of 124

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to make his conduct negligent. Restatement of wrongful death claim brought under Federal Tort (Second) of Torts § 500. Claims Act (FTCA) by family of victim; management of informants was both formal job ill United States 393 ~78(9) requirement and n actual and customary duty of agent, and agent was motivated at least in part by 393 United States desire to promote FBI's goal of destroying crime organization through use of informants. 28 U.S.C.A. 393V Liabilities § 1346(b)(l): M.G.L.A. c. 229, § 2. 393k78 Torts 393k78(5) Nature of Act or Claim ill Labor and Employment 231H ~3045 393k78(9) k. Personal Injuries in General. Most Cited Cases 231H Labor and Employment Federal Bureau of Investigation (FBI) had duty under Massachusetts law to protect murder victim 231 HXVlll Rights and Liabilities as to Third from organized crime informants working for FBI, Parties for purposes of wrongful death claim brought under 23IHXVIII(B) Acts of Employee Federal Tort Claims Act (FTCA) by family of 23 l HXVlll(B) I In General victim, since agents and officials of FBI had special 231 Hk3044 Scope of Employment • relationship with informants sufficient to create such 23 l Hk3045 k. In General. Most duty; agent knew or should have known that his Cited Cases disclosure to informants that one of two persons at Under Massachusetts law, conduct of employee crime scene was also informant created is within scope of his employment if: (I) it is of kind unreasonable risk of harm to victim. 28 U.S.C.A. § he is employed to perform; (2) it occurs substantially 1346(b)(l): M.G.L.A. C. 229. § 2. within authorized time and space limits; and (3) it is motivated, at least in part, by purpose to serve W, United States 393 ~78(13) employer.

393 United States lfil Negligence 272 C=387

393V Liabilities 272 Negligence 393k78 Torts 393k78{13) k. Scope of Office or 272XIII Proximate Cause Employment; Line of Duty. Most Cited Cases 272k374 Requisites, Definitions and Federal Bureau ofinvestigation (FBI) agent was Distinctions acting within scope of his employment under 272k387 k. Foreseeability. Most Cited Massachusetts law in breaching duty to victim of Cases murder by organized crime informants, for purposes To establish proximate cause under • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works, Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 21 of 124

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Massachusetts law, plaintiff must show that his injuries were within reasonably foreseeable risks of I2l Death 117 ~31(6) harm created by defendant's negligent conduct. 117 Death Ill United States 393 C;;:>78(9) 117 III Actions for Causing Death 393 United States I I 71II(A) Right of Action and Defenses I l 7k3 l Persons Entitled to Sue 393V Liabilities I 17k31(6) k. Surviving Husband or 393k78 Torts . Wife. Most Cited Cases 393k78(5) Nature of Act or Claim Death 117 ~31(7) 393k78(9) k. Personal Injuries in General. Most Cited Cases 117 Death Federal Bureau of Investigation (FBI) agent's disclosure to organized crime informants that one of I I 7Jll Actions for Causing Death two persons at crime scene was also informant was I 17IIl(A) Right of Action and Defenses proximate cause under Massachusetts law ofmurder l l 7k3 I Persons Entitled to Sue victim's death, for purposes of wrongful death claim l l 7k3 l (7) k. Parent. Most Cited Cases • brought under Federal Tort Claims Act (FTCA) by family of victim; murder was foreseeable risk of Mother of murder victim, rather than victim's such disclosure, and informants otherwise had no divorced spouse, was proper claimant under reason to seek out victim from among ship's crew at Massachusetts wrongful death statute, with re,-pect scene. 28 U.S.C.A. § 1346(b){l); M.G.L.A. c. 229, to Federal Tort Claims Act (FTCA) action brought §.1. against United States, seeking damages due to murderers' role as Federal Bureau of Investigation 1fil Negligence 272 {:::;::,433 (FBI) informants; although divorce was not finalized at time of victim's death, spouse renounced her 272 Negligence survivorship status while victim was still legally alive. 28 U.S.C.A. § 1346(b)(I); M.G.L.A. c. 229, § 272XIII Proximate Cause l. 272k430 Intervening and Superseding Causes Wll Death 117 ~77 272k433 k. Intentional or Criminal Acts. Most Cited Cases 117 Death Under Massachusetts law, criminal conduct is . not intervening or superseding cause so long as it is I 17III Actions for Causing Death foreseeable. I l 7IIl(G) Evidence • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 22 of 124

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I l 7k74 Weight and Sufficiency of J. Evidence I I 7k77 k. Damages. Most Cited Cases lJ1l Death 117 €=95(1)

Mother of murder victim was not entitled to 117 Death economic loss damages under Massachusetts wrongful death statute, with respect to action l 17lll Actions for Causing Death brought under Federal Tort Claims Act (FTCA) I I 7lll(H) Damages or Compensation against United States, seeking damages due to 11 7k94 Measure and Amount A warded murderers' role as Federal Bureau of Investigation l l 7k95 In General (FBI) informants; there was no evidence of mother's I I 7k95{I) k. In General. Most Cited financial dependence on victim at time of his death, Cases or that she otherwise generally derived benefit from . Mother of murder victim was entitled to his earnings. 28 U.S.C.A. § 1346(b)(I ); M.G.L.A. c. damages · of $3 million for victim's conscious 229. § 2. suffering under Massachusetts wrongful death statute, with respect to action brought under Federal ' • illl Death II 7 (::::::,95(1) Tort Claims Act (FTCA) against United States, seeking damages due to murderers' role as Federal 117 Death Bureau of Investigation (FBI) informants; whole of physical assaults on victim during his period of l I 7III Actions for Causing Death confinement was unitary event, undertaken with I l 7III(H) Damages or Compensation single intention of causing his death. 28 U.S.C.A. § I I 7k94 Measure and Amount A warded 1346(b)(I}; M.G.L.A. c. 229. § 6. l l 7k95 In General 11 7k95(1) k. In General. Most Cited *56 Edward E. Berkin, Douglas S. Brooks, Kelly, Cases Libby & Hoopes, PC, Boston, MA, Frank C. Corso Mother of murder victim was entitled to loss of Law, Office of Frank C. Corso, Boston, MA, Albert consortium · damages of $100,000 under F. Cullen, Jr., Boston, MA, Jeffrey A. Denner. Massachusetts wrongful death statute, with respect Denner Associates, P.C, Boston, MA, James P. to action brought under Federal Tort Claims Act Duggan, Boston, MA, Peter E. Gelhaar, Donnelly, (FTCA) against United States, seeking damages due Conroy & Gelhaar, LLP, Boston, MA, Robert A. to murderers' role as Federal Bureau oflnvestigation George Robert, A. George & Associates, PC, (FBI) informants; mother testified that she had close Boston, MA, Edward T. Hinchey. Sloane & Walsh, relationship with victim, that they enjoyed visiting Boston, MA, Michael A Laurano, Laurano & and conversation, that victim did odd jobs for her Laurano, Boston, MA, Frank A. Libbv. Jr., Kelly, around house, and that victim gave her handmade Libby & Hoopes, PC, Boston, MA, James P. gifts. 28 U.S.C.A. § 1346(b)(I); M.G.L.A. c. 229, § McDonald, Boston, MA, Stephen Nevman, Attorney • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 23 of 124

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at Law, Boston, MA, Robert S. Sinsheimer, Sinsheimer & Associates, Susan E. Sivacek, Joseph J. Macher!l, Law Offices of Joseph J. Sinsheimer & Associates, Boston, MA, William E. Machera, Street Revere, MA, for Intervenor. Christie, Shaheen & Gordon, P.A., Concord, NH, Steven M. Gordon, Concord, NH, Ann M. Donovan Dean A. Mazzone, Attorney General's Office, for Law, Office of Ann M. Donovan, Newton, MA, Interested Party. George L. Garfinkle, Attorney at Law, Brookline, MA, Paul J. Griffin, Milton, MA, Christopher T. Jaren D. Wilcockson, Goodwin Procter, LLP, Meier, Mirick, O'Connell, DeMallie & Lougee, LLP, Boston, MA, for Trustee. Worcester, MA, Peter J. Perroni, Nolan/Perroni, LLP, Lowell, MA, Edward M. Reilly. Law Offices MEMORANDUM OF FINDINGS OF FACT AND of Edward M. Reilly, Abington, MA, Thomas C. CONCLUSIONS OF LAW Tretter, Healey, Deshaies & Gagliardi, PC, Amesbury, MA, for Plaintiffs. LINDSAY, District Judge.

Katherine A. Carey, Lawrence Eiser, Catherine J . Finnegan, Andrew D. Kaplan, Margaret Krawiec, Bridget Bailey Lipscomb*57 , Richard Montague, • U.S. Department of Justice, Mary McElroy Leach, Washington, DC, Richard E. B0\<'111an, Rose, Chinitz & Rose, Boston, MA, Kate M. Brown, William A. Brown, Boston, MA, Christofferson, Ropes & Gray, LLP, Boston, MA, Michael K. Fee, Ropes & Gray LLP, Boston, MA, Edward J. Lonergan, Dou>!las I. Louison, Stephen C. Pfaff, Merrick, Louison & Costello, Christine M. Roach, Roach & Carpenter, P.C., Boston, MA, Alan D. Rose, Jr., Alan D. Rose, Sr., Rose, Chinitz & Rose, Boston, MA, Torv A. Weigand, Morrison, Mahoney, & Miller LLP, Boston, MA, Brian P. Fitzsimmons, Hanley, Hassett & Fitzsimmons, LLC, Quincy, MA, A. Douglas Matthews, Westport, MA, E. Peter Mullane, Mullane, Michel & Mclnnes, Cambridge, MA, for Defendants.

Earle C. Cooley. Cooley Manion Jones LLP, Kevin M. Glynn, Boston, MA, for Movants . • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works, Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 24 of 124

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TABLE OF CONTENTS

I. Introduction 58

II. Findings of Background Facts 62

A. The FBI and Cosa Nostra 62

I. National Priority of the Organized Crime Program 62

2. Priorities of the Boston Division's Organized Crime Program 62

3. Priorities of the C-3 Squad in the Boston Office 63

4. Organization of the C-3 Squad 64

B. The FBI and Informants 65

• I. Importance of Informants 66

2. Responsibility for Development and Operation of Informants 66

a. Special Agent in Charge 66

b. Supervisory Special Agents 67

c. Special Agents 67

3. Policies and Practices Regarding the Development and 67 Operation of Informants

a. Suitability 67

b. Criminal Background and Ongoing Criminal Activity 68

c. Operation of Informants 71 • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 25 of 124

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C. Recruitment and Use of Bulger and Flemmi as FBI Informants 73

D, Involvement of Bulger and Flemmi in Violent Criminal Activity 75

L Loansharking and Bookmaking 76

2, Reputation for Violence 77

3. Specific Criminal Acts 78

a. Bennett Murder and Fitzgerald Bombing 78

b. Castucci Murder 79

c, 1'Race Fix" Case 80

d. Wheeler, Halloran, Donahue and Callahan Murders 81

• e. Drug Trafficking 93

E. Connolly Praised for Work with Informants 96

Ill Findings of Fact Regarding the Murder of John McIntyre 98

A. McIntyre's Cooperation with Law Enforcement 98

B. Leak of McIntyre's Identity 102

C. Murder of John McIntyre 102

IV Conclusions of Law and Ultimate Findings of Fact 104

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A. Duty 106

B. Breach 108

C. Scope of Employment 108

D. Proximate Cause l ll

E. Injury 112

F. Conclusion as to Liability 112

G. Damages 112

I. Proper Claimant Under Wrongful Death Statute 112

2. Economic Damages 116 • 3. Loss of Consortium 116 4. Funeral and Burial Expenses 117

5. Conscious Suffering 117

V. Conclusion 119

*58 I. Introduction 1990, Bulger and Flemmi periodically served as FBI informants, assisting the FBI in the prosecution of This case arises out of the decades-long the Italian organized crime syndicate Cosa Nostra, FNl association between the Boston ollice oflhe Federal also known as the Mafia. Since this relationship was Bureau oflnvestigation ("FBI") and two of the most brought to light in United States v. Salemme. 91 notorious criminals in Boston history-James J. F.Supp.2d 141 (D.Mass.1999), rev'd in part, Bulger ("Bulger") and Stephen J. Flemmi F.3d 78 {1st Cir.2000), cert denied sub nom. Flemmi ("Flemmi"), who were, at the times relevant to this v. United States, 531 U.S. I 170,121 S.Ct.1137, 148 case, members of a criminal organization known as L.Ed.2d 1002 (200 I), a number of civil suits have the Winter Hill Gang.FN 1 From the mid-l 960s until been filed against the United States and agents ofthe • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 27 of 124

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FBI by family members and personal representatives L.Ed.2d 619 (1971), against Bulger and Flemmi and of persons allegedly murdered by Bulger and their criminal cohort, ("Weeks"); the Flemmi while the two were serving as FBI United States of America; and eight former agents informants. Most of these lawsuits have been of the Boston office of the FBI, H. Paul Rico, John assigned to me. Morris, John J. Connolly, Roderick Kennedy, FN I. Although the organization was known Robert Fitzpatrick, James Ring, James Greenleaf, over time by several names, including and James Ahearn. Bulger and Flemmi have "Winter Hill Gang," "Howard T. Winter defaulted, see Notice of Default as to James Bulger, Gang," "Winter Hill Organization," and the lvfclntyre v. United States, No. 01-10408 (D.Mass. "Bulger Group," as I will discuss in detail in Nov. IS, 2001); Notice of Default as to Stephen Section Il(A)(3) and note 14, infra, I will use Flemmi, McIntyre v. United States, No. 01-10408 the name "Winter Hill" to refer lo the (D.Mass. Nov. 15, 200 I), and a suggestion of death criminal organization with which Bulger and has been filed with respect to Rico, see Suggestion Flemmi were associated, with apologies to of Death, Jfclntyre v. United States, No. 01-10408 the neighborhood of the same name in (D.Mass. Jan. 20, 2004). The case has proceeded Somerville, Massachusetts . against the remaining defendants.'..::::'.

FN2. The FBI and others refer to this FN3. Emily McIntyre's name is spelled • organization as "La Cosa N ostra" or "LCN." variously as "Emily" and "Emilie" However, I will refer to it here simply as throughout the record in this case. Because "Cosa Nostra." the complaint and resulting caption for the case list her name as "Emily," 1 will use that The parties in the instant case seek damages spelling here. from the United States and several individual defendants for the 1984 murder of John McIntyre FN4. Although Connolly initially defaulted, {"McIntyre"), who was killed by Bulger and Flemmi see Notice of Default as to John Connolly, after FBI agent John Connolly ("Connolly") McIntyre v. United States, No. 01-10408 disclosed to them critical information that led to the (D.Mass. Nov. 15, 2001), a motion to set discovery of McIntyre's identity as a government aside default was granted, see Order informant. The plaintiffs here, Emily McIntyre FNJ Granting Motion to Set Aside Default, and Christopher McIntyre, as co-administrators of McIntyre v. United States, No. 01-10408 the Estate of John L. McIntyre, *59 have brought (D.Mass. Feb. 20, 2002), and he remains an suit pursuant to the Federal Tort Claims Act active defendant in this case. {"FTCA"), 28 U.S.C. §§ 2671. et seg., Chapter 229 of the Massachusetts General Laws, and Bivens v. On May 23, 2006, with the consent of all parties, Six Unknown Named Agents ofrhe Federal Bureau I bifurcated the trial of the plaintiffs' claims against of Narcotics, 403 U.S. 388, 91 S.Ct. 1999. 29 the United States from the trial of the plaintiffs' • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 28 of 124

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claims against the individual defendants, see Order The case against the United States was tried before Granting Motions to Bifurcate, McIntyre v. United me in an eighteen day non-jury trial. Thousands of States, No. 01-10408 (D.Mass. May 23, 2006), and pages of exhibits were introduced, and nine the plaintiffs' claims against the United States witnesses testified: Flemmi, convicted of proceeded to trial on June 5, 2006. The claims Racketeering Influenced and Corrupt Organizations against the United States, enumerated in counts I ("RICO") violations in 2003 FNS; Weeks, 6 through VI of the complaint, were brought pursuant convicted*60 ofRICO violations in 2000 FN ; former to the FTCA, which provides, in substance, that the FBI agents Robert Fitzpatrick, Gerald Montanari, United States may be sued for money damages for James Greenleaf, and James Ring; former Customs personal injury or death caused by the negligent or agent Philip Brady; plaintiff Emily Mcintyre; and otherwise wrongful acts or omissions of its forensic economist Alan McCausland. employees while acting within the scope of their office or employment. See 28 U.S.C. § 1346(b). FN 5. Flemmi pleaded guilty to racketeering acts that included the murders of Richard It is undisputed that Mcintyre was murdered on Castucci, Roger Wheeler, John Callahan, November 30, 1984 by Bulger and Flemmi. The and Mcintyre. Ex. I , Third Superseding plaintiffs have alleged several theories of liability. Indictment ,i,i 32-35, 39-41, 43, United First, they assert that Connolly, acting within the States v. Flemmi, No. 99-10371 (D.Mass. • scope of his employment, leaked to Bulger and May 23, 2001 ); Ex. 2, Plea Agreement as to Flemmi McIntyre's identity as an informant for law Stephen J. Flemmi, Oct. 2, 2003. enforcement agencies investigating matters inimical to the interests of Bulger and Flemmi, and that FN6. Weeks pleaded guilty to racketeering McIntyre's death was a foreseeable consequence of acts that included aiding and abetting the this act. Second, the plaintiffs claim that Connolly murders of Brian Halloran, Michael and other agents of the FBI protected Bulger and Donahue, and Mcintyre. Ex. 4, Superseding Flemmi from investigation, arrest, and prosecution Information as to Kevin J. Weeks ,r,r 14-15, in order to maintain them as informants, and that 17, United States v. Weeks, No. 00-10245 Mcintyre was a foreseeable victim of these efforts. (D.Mass. Jul. 12, 2000); Ex. 5, Plea Third, the plaintiffs allege that several agents Agreement as to Kevin J. Weeks, July 6, negligently supervised Connolly in that they knew or 2000. should have known that Connolly was leaking information to Bulger and Flemmi and protecting ill Although the plaintiffs' case as a whole them from investigation, arrest, and prosecution; and presents several complex and difficult issues, this that despite this knowledge, the supervisory agents portion of the case is rather straightforward. As I took no corrective action, leading foreseeably to the will discuss in greater detail below, I find that the murder of Mcintyre. United States is liable to the plaintiffs, because Connolly, acting within the scope of his • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 29 of 124

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employment, disclosed information to Bulger and the acting employee," it is considered Flemmi sufficient for them to identify McIntyre as discretionary. Berkovitzv. United States. 486 a government informant, and McIntyre's death was U.S. 53 l, 536, 108 S.Ct. 1954, I 00 L.Ed.2d a foreseeable consequence of that disclosure. This 53 I (I 988). If the challenged act or omission portion of the case is simplified, because it does not violates the Constitution, exceeds the scope implicate the discretionary function exception to the of the official's authority, or "if a federal FTCA. See 28 U.S.C. § 2680(a) ( excepting from the statute, regulation, or policy specifically liability of the United States any claim based on the instructed federal officials to follow a exercise or failure to exercise a discretionary specified course of action," however, the function or duty on the part of a federal agency or conduct is not, and cannot be, discretionary. 7 employee _of the Government). FN It is undisputed Muniz-Rivera, 326 F.3d at 15; Thames that disclosing a government informant's identity is Shipyard and Repair Co. v, United States, not an act embraced within the discretion granted to 350 F.3d 247, 254 (I st Cir.2003). If a court agents of the FBI. Thus my only concerns, for determines that the conduct is discretionary, present purposes, are whether Connolly's disclosure the analysis proceeds to the third question: breached a duty he owed to McIntyre that caused "[D]oes the exercise of discretion involve injury to McIntyre; and whether the breach occurred (or is it susceptible to) policy-related within the scope of Connolly's employment. judgments?" Muniz-Rivera, 326 F.3d at 15. • Because I have answered these questions in the This third step of the inquiry acknowledges affirmative, I need not address the plaintiffs' other the reality of the government's limited theories ofliability. However, because the murder of resources and the need to grant public McIntyre, accomplished with the assistance of an officials some leeway in setting priorities· FBl agent-as shocking as that might appear-was not and weighing competing policy a singular event in the relationship between the FBI considerations. id. at l 7. and Bulger and Flemmi, I will include additional findings that provide the context in which the FN8, While my background findings are murder occurred. ru, derived solely from the record of the trial before me, many of them parallel the more FN7. Analysis of the application of the extensive findings made by then Judge, now

discretionary exception consists of three Chief Judge Mark L. Wolf in US. v0• steps. First, a court must "identify the Salemme, 91 F.Supp.2d 141 {D.Mass.1999). conduct that allegedly caused the ham1." Muniz-Rivera v. United Stales, 326 F.3d 8, Before I set out my findings of fact, I want to 15 (I st Cir.2003'!. Second, the court must clarify their effect with respect to *61 the related ask whether that conduct is discretionary. id. lawsuits. These findings do not bind the individual As a general matter, if the decision to act or defendants in the second half of this case, as no final refrain from acting is "a matter of choice for judgment will be entered before any second half is • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 30 of 124

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resolved. See Acevedo-Garcia v. Monroig. 351 F.3d against the employee whose act or omission gave 547. 560 (I st Cir.2003) (holding that since separate rise to the claim or against the estate of such trials in bifurcated proceedings do not individually employee."). The FTCA provides an exception to produce final judgments, collateral estoppel may not this exclusivity for claims against individual apply from one portion of the case to another). In defendants "brought for a violation of the addition, the defendants did not have an opportunity Constitution of the United States." 28 U.S.C. § to litigate any issues during the trial of the first 2679(b)(2)(A). This exception has allowed the portion of the case. See Monarch Life Ins. Co. v. prosecution of both the FTCA claim against the Ropes & Gray, 65 F.3d 973, 978 n. 8 {1st Cir.1995) United States, addressed in these findings and (noting that a party invoking issue preclusion must conclusions, and the Bivens claims against the demonstrate that "the party against whom issue individual defendants, which have been bifurcated preclusion will be applied had a fair opportunity to and presently are in pretrial proceedings. However, litigate the issue fully" (quoting Kyricopoulos v. there is an additional limitation on parallel suits, Town of Orleans, 967 F.2d 14. 16 Ost Cir.1992))); provided by 28 U .S.C. § 2676. That provision see also Bilida v. McCleod, 211 F.3d 166, 170-71 instructs that "judgment in an action under section (I st Cir.2000) (applying law to hold l 346(b) of this title shall constitute a complete bar that individual police officer defendants to a§ 1983 to any action by the claimant, by reason of the same suit· are not bound by adverse findings in the subject matter, against the employee of the • plaintiffs criminal case on the constitutionality of government whose act or omission gave rise to the the search they conducted). These findings also do claim." 28 U.S.C. § 2676 (emphasis added). The not bind the government in future cases, as judgment bar provision contains no exception for nonmutual ·offensive collateral estoppel does not Bivens actions, and other courts consistently have apply against the United States. United States v. Plat interpreted it to apply to such claims. See, e.g., 20. Lot 17, 960F.2d 200. 211 (lstCir.1992)(citing Harris v. United States. 422 F.3d 322, 333-34 (6th United States v. Mendoza. 464 U.S. 154. 159-63, Cir.2005); Estate ofTrentadue v. United States, 397 104 S.Ct 568, 78 L.Ed.2d 379 (1984)). F.3d 840, 859 (10th Cir.2005): Arevalo v. Woods, 81 l F.2d 487. 489-90 (9th Cir.1987). I am compelled to address one other matter with respect to the first half of the instant bifurcated case. The present findings and conclusions do not invoke In most circumstances, the bringing of a suit against this bar. As I noted above, I will not enter judgment the United States under the FTCA bars an additional until the conclusion of the second portion of the suit against the individual employees arising out of case. I note that other courts have found the the same subject matter. 28 U.S.C. § 2679(b){l) judgment bar applicable even where, as here, the ("The remedy against the United States provided by FTCA and Bivens claims were brought as part of the sections 1346/b) and 2672 of this title ... is exclusive same suit and the judgments were entered of any other civil action or proceeding for money simultaneously. See Harris 422 F.3d at 334 damages by reason of the same subject matter (collecting cases). The courts that have considered • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 31 of 124

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the matter have all held that a judgment for or *62 A. The FBI and Cosa Nostra against the United States bars further progress in 1. National Priority of the Organized Crime Bivens aetions against individual defendants, Program because the judgment bar was intended to preclude both multiple recoveries and multiple lawsuits. See During the late 1970s and early 1980s, the stated Farmer v. Perrill. 275 F.3d 958, 963 (I 0th national priority of the FBI"s Organized Crime Cir.2001 '1; Hoosier Bancorp of Indiana, Inc. v. Program was the takedown of Cosa Nostra. See Ex. Rasmussen, 90 F.3d 180, 184-85 (7th Cir.1996); 69, Memo from Director, FBI to Attorney General at Gasho v. United States, 39 F.3d 1420. 1437 (9th 17, Apr. 23, 1980; Ex. 110, Memo from Connolly to Cir.1994). But see Hallockv. Bonner. 387 F.3d 147, SAC, Boston, Addendum of Supervisor Morris, Apr. 155 (2nd Cir.2004) (distinguishing a judgment I, 1981. Cosa N ostra was perceived to be the most dismissing an FTCA claim for lack of subject matter powerful organized crime group in the country, jurisdiction, on the ground that such a claim was representing a greater threat than all other organized never a properly filed FTCA claim, and therefore crime groups combined. See Ex. 69, at 17. should not require the application of the § 2676 Consequently, in 1980, the Director of the FBI judgment bar), rev'd on other grounds sub nom Will himself instructed that the majority of resources in v. Hallack. --- U.S.----, 126 S.Ct. 952. 163 L.Ed.2d the Organized Crime Program should be expended 836 (2006). The only exception is one Ninth Circuit and directed against Cosa Nostra. Ex. 69, at 17. The • ruling that, where the claims were brought as part of word was out, even in the criminal underworld, that the same suit, as here, the simultaneous entry of the FBI had commenced a crusade against Cosa judgment/or the United States on the FTCA claim Nostra. As Flemmi put it at trial, "the FBI, as an did not bar recovery for the plaintiff on the Bivens institution" was arrayed against Cosa Nostra_FN9 claims. Kreines v. United States, 959 F.2d 834. 838 Flemmi June 6, 2006 Tr. at 114. (9th Cir.1992). But see Harris. 422 F.3d at 335-36 (explicitly repudiating the Ninth Circuit's holding in FN9. Flemmi testified extensively about Kreines). There does not appear to be any First many events relevant to this case. As should Circuit precedent on this question. Because this be clear from these findings and issue is not ripe, and has not been briefed, I do not conclusions, I understand that Flemmi is a express an opinion on its merits. I mention it only so violent criminal who callously participated that the parties may consider the issue in light of the in countless acts of cruelty and violence, present decision, as they contemplate how they will including numerous murders. However, I proceed with the remainder of this case. found his testimony in this case generally to be credible. Notably, much of his testimony The odyssey now begins. repeated facts present in the "Parties' Agreed Statement of Facts," a document listing the II. Findings of Background Facts facts to which the United States and Flemmi agreed, prepared in contemplation of his • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 32 of 124

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guilty plea. Ex. 3, Parties' Agreed Statement Organized Crime Program in the Boston Division of Facts, United States v. F/emmi, No. was to prevent the rise of a new Cosa N ostra leader 99-10371 (D.Mass. Oct.14, 2003). The to fill the leadership vacuum. See, e.g., Ex. 62, United States, as a signatory to that Agreed Memo from Ring to SAC, Boston at 1-2, Apr. 30, Statement, clearly found the statements 1986; Fitzpatrick June 14, 2006 Tr. at 63-64; Ex. 59, contained in the document to be credible. Memo from Ring to SAC, Boston at MCN055-3646, Further, Flemmi is obligated, under his plea Mar. 14, 1983.FN" agreement, to testify truthfully. A violation FN IO. The Boston Division of the FBI of that agreement could lead to the covered a large territory that extended reinstatement of capital charges against him. beyond the city of Boston itself and Ex. 2, at 9, 15-16. encompassed the states of Massachusetts, Rhode Island, New Hampshire, and Maine. 2. Priorities of the Boston Division's Organized At all times relevant to this case, the Boston Crime Program Division included the Boston Office as well as eleven small resident agencies located In accordance with the Director's instructions, throughout the four states. See, e.g., Cosa Nostra was the number-*63 one priority of the Greenleaf June 22, 2006 Tr. at 8. Organized Crime Program in the Boston Division of • the FBI ("Boston Division") FNJo in the 1970s and FNI I. Many of the documents produced by early 1980s. See Ex. 110, Addendum of Supervisor the United States in this case are marked Morris; Ex. 71, Airtel from SAC, Boston to with Bates Numbers beginning with the Director, FBI at MCN055-1716 to -1717, Aug. 28, prefix "MCN ." Where documents do not 1981.FN" Consistent with directives from FBI have clear internal page numbers, I will cite Headquarters in Washington, the Organized Crime to the appropriate Bates-numbered page. Program's goal in the late 1970s and early 1980s was to take down the Boston branch (the "Boston FNl2. Exhibit 59 includes eight pages with branch") of the larger New Cosa Nostra consecutive Bates Numbers. However, the Family headed by Raymond L.S. Patriarca of internal page numbering is non-consecutive, Providence, Rhode Island. See, e.g., Ring June 27, and although the date on the first page is 2006 Tr. at 31-33. The Boston branch was headed March 14, I 983, subsequent pages refer to by GennaroAngiulo. See Ex. 71, at MCN055-l 715; events in 1987 and 1988. See, e.g., Ex. 59, at Flemmi June 6, 2006 Tr. at 118. Angiulo's MCN055-3650. second-in-command was Illario Zannino, also known as Larry Baione. See Flemmi June 6, 2006 3. Priorities of the C-3 Squad in the Boston Tr. at 114, 117. After a series of arrests and some Office convictions of leaders of the Boston branch (see Section II(A)(3), infra), an important goal of the The Boston office of the FBI ("Boston Office") • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 33 of 124

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was the largest office in the Boston Division; it Control and Safe Streets Act ("Title Ill"), l!i consisted of a number of squads with different U.S.C. §§ 2510-2520, grants authority to investigative responsibilities. The C-3 Squad federal law enforcement agents to use worked solely on organized crime. See, e.g., Ex. 62, court-authorized wiretaps and electronic at I. Although the C-3 Squad had investigative surveillance. responsibility for a number of different criminal organizations, its number-one priority was always In the l 970s and I 980s, the C-3 Squad was Cosa Nostra, and the Squad often had insufficient aware of the existence of other organized crime personnel to address any group other than Cosa groups in Boston, including Winter HiH. However, Nostra. See Ring June 27, 2006 Tr. at 30; Ex. 7 l, at the prevailing view in the Squad in the early I 980s 3. During the early 1980s, the Squad focused was that the arrest and/or flight of several leaders of exclusively on several operations to obtain and Winter Hill by 1979 had weakened the organization, analyze Title Ill wiretaps and electronic surveillance and Winter Hill was considered to present a rn 13 of Cosa Nostra targets: "Bostar" was an significantly lower level of threat to the community operation to place a Title III intercept at 98 Prince than Cosa Nostra. Ex. 71, at 3; Ex. 59, at Street, the headquarters of ; and MCN055-3644. Winter Hill was formed in the "Mandarin" was an operation to place a Title III I 970s when two criminal groups intercept at 51 North Margin Street, the headquarters merged. Ex. I, ,i 4. The principal members of the • oflllario Zannino. See Ex. 71, at 3; Fitzpatrick June group in the 1970s included Howard T. Winter 12, 2006 Tr. at 61-65. These operations were ("Winter"), James Sims ("Sims"), Joseph McDonald ultimately successful, and led to the 1983 arrests and ("McDonald"), John Martorano ("Martorano"), 1986 convictions of Angiulo, Zannino, and other Bulger, and Flemmi. Ex. I, ,i 5. Sims and McDonald Boston Cosa Nostra figures. See, e.g. Flemmi June became fugitives in 1976; Winter was incarcerated 6, 2006 Tr. at I 18-120; *64United States v. in 1978; and Martorano was a fugitive from 1978 Zannino. 895 F.2d I ( I st Cir.1990); United States v. untHhis apprehension in 1995. By 1979, Bulger and Angiulo, 897 F.2d l 169(lstCir.1990).JnJuly 1983, Flemmi had assumed control ofthe organization_FN 14 Cosa Nostra became the sole investigative Ex. I, ,15. responsibility of the C-3 Squad when responsibility for all other organized crime groups was shifted to FNI 4. There appears to be some difference the C-2 Squad. See Ring June 27, 2006 Tr. at 30-34; of opinion about the name of the Ex. 61, Memo from Ring to SAC, Boston at I, Jan. organization after the I 979 shift in power. 6, 1984. The C-2 Squad previously had focused on Kevin Weeks testified that the "Winter Hill several investigative areas, including labor law Gang" was decimated in 1979, Weeks June violations, civil rights violations, and interstate 8, 2006 Tr. at 73-74, and the C-3 Squad transportation of stolen motor vehicles. See apparently agreed. However, an organization Montanari June 21, 2006 Tr. at 80. of some name, with historical ties to Howard FNl3. Title Ill of the Omnibus Crime Winter's group, continued to operate out of • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 34 of 124

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South Boston under the control of Bulger were widely distributed to multiple agents and Flemmi. See Ex. I, ii 5. The United within the Boston Office or at FBI States has referred to this organization as the Headquarters. When a particular person "Bulger Group," "South Boston," and the received a document, he would initial it. "Winter Hill Gang." See, e.g., Ex. 1, ,i 1; Ex. Thus, the only way to confirm that a 3, at 1-2; Ex. 4, 'I I. I will continue to refer particular individual actually received a to it as "Winter Hill." document is to verify his initials on the document. See, e.g., GreenleafJune 22, 2006 4. Organization of the C-3 Squad Tr. at 12-13.

The C-3 Squad had a hierarchical structure, as The SAC had managerial responsibility for the did the entire FBI. The C-3 Squad consisted of a entire Boston Division, ineluding *65 the Boston number of special agents ("agents") and a Office and the eleven resident agencies. There were supervisory special agent ("Supervisor"); the two different SACs in the Boston Division during Supervisor reported to an assistant special agent in the years relevant to this case. Lawrence Sarhatt was charge ("ASAC"); and the ASAC reported to the the SAC from at least 1980 until November 1982, special agent in charge ("SAC")-~ The Supervisor and James Greenleaf was the SAC from November also regularly communicated with the supervisor of 29, 1982 through October 31, 1986. The Boston • the Organized Crime Section at FBI Headquarters. Division had two ASACs; each was responsible for This supervisor reported to a Unit Chief, who, in approximately half of the squads in the Boston turn, reported to the Organized Crime Section Chief. Office. Robert Fitzpatrick was the ASAC with See Ring June 27, 2006 Tr. at 34-35. responsibility for the C-3 Squad from January 5, FNl5. Documents addressed to "SAC, 1981 through June 3, 1986. The C-3 Squad had two Boston," were not necessarily directed to the different supervisors during the years relevant to this SAC himself. Instead, all internal case. John Morris was the supervisor from August 2, correspondence intended for the files of the I 976 through January 11, 1983; and James Ring was Boston Office and some external the supervisor from July 18, I 983 through August correspondence to and from the Boston 31, 1990.FN 16 Connolly was a special agent in the Office was addressed to and from "SAC, C-3 Squad from October 29, 1973 until March IO, Boston." If a document was intended for the 1988. See Ex. 9 I, Chronology of Offices and personal review of the SAC, it would be Assignments of Connolly/Morris and addressed to "SAC, Boston (personal Openings/Closings of Bulger/Flemmi; Ex, 93, attention)." Similarly, documents which Graphic of Connolly's Assignments to Boston Field flowed to FBI Headquarters were often Division and Bulger/Flemmi's Status as Informants. addressed to "Director, FBI" but were not All of these men were aware that the number-one necessarily intended for his personal priority of the C-3 Squad was the takedown ofCosa attention unless so marked, Doeurnents often Nostra. ~ • © 2012 Thomson Reuters. No Claim to Orig. US Gov, Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 35 of 124

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9 operation of informants." FN: Ex. 8, at I. FN 16. Ring served as the "acting FN 18. The Guidelines were promulgated supervisor" from January I 983 until his under the authority of 28 U.S.C. §§ 509, official transfer in July 1983. Ring June 27; 510, and 533, and required the FBI to issue 2006 Tr. at 19-2 I. detailed instructions implementing the Guidelines. Ex. 6, Manual of Investigative FN 17. See, e.g., Ex. 71 (Sarhatt signed off Operations and Guidelines § 137-17(1), on memorandum defining the Squad's Attorney General Guidelines ("Guidelines"), priorities); Greenleaf June 22, 2006 Tr. at Part A(2) (I 981 ). The MIOG includes a 43-44 (Greenleaf testified that Cosa Nostra section re-printing the Guidelines, see, e.g., was the highest priority of the organized Ex. 6, § 137-17(1) (1981), and also crime program); Fitzpatrick June 12, 2006 incorporates the Guidelines throughout Tr. at 55-56, 66, 70 (Fitzpatrick testified that section 137. Although the Guidelines were C-3 targeted Cosa Nostra in accordance with sometimes referred to as the "Levi a directive from Washington); Ex. 110, Guidelines," I will refer to them simply as Addendum of Supervisor Morris (Morris the "Guidelines." wrote that Cosa Nostra was the number-one priority of the Organized Crime Program in FNl9. The Guidelines did not create any • Boston). substantive or procedural rights enforceable by a party in a civil or criminal suit. Ex. 6, § B. The FBI and Informants 137-17(1), Guidelines PartN (1981).

The FBI had rules and regulations regarding the According to the MIOG, an informant is "any handling of informants, which were laid out in person who furnishes information to the FBI on a Section 13 7 of the Manual of Investigative confidential basis." Ex. 6, Manual of Investigative Operations and Guidelines ("MIOG") and in a Operations and Guidelines § 137-1 (1982).FN 20 separate Manual of Rules and Regulations. Informants *66 are asked to provide information in Greenleaf June 22, 2006 Tr. at 36. Section 137 of their possession, to provide information which the MIOG incorporated and implemented the eomes to their attention, and affirmatively to seek Attorney General Guidelines in the Use of out information concerning criminal conduct or Informants ("Guidelines").:.'.'.:.'.'. The Guidelines were other subjects of investigative activity. Ex. 6, § first issued by then Attorney General Edward H. 137-17(1), Guidelines Part C(l) (1981). The FBI . Levi in December 1976, and were amended in 1981. separated informants into several categories, See Ex. 8, Memo from Director William H. Webster including Organized Crime ("OC") and Top to All Special Agents at 1, Jan. 5, 1981. The Echelon ("TE"). Ex. 6, § 137-1.1 (1981). A Top Guidelines were "a formal statement of[the FBI's) Echelon informant was usually associated with present policies and practices regarding the organized crime and was expected to provide • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 36 of 124

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inforrnation about a criminal group's activity at the Adequacy was based on the number and type of management level. See Fitzpatrick June 13, 2006 Tr. pending cases and the needs of each geographic and at 14-16; Ring June 27, 2006 Tr. at 11-12. During investigative area. As Greenleaf explained: "The the early 1980s, there were approximately 250 to idea was to try to promote as much informant 300 infonnants in the Boston Division at any given coverage as we could. We never, ever reached a time. Greenleaf June 22, 2006 Tr. at 9. point where we were satisfied." Greenleaf June 22, 2006 Tr. at 43. FN20. Exhibit 6 contains section 137 of the MIOG as it was in effect on January 31, 2. Responsibility for Development and Operation I 978, as well as changes made to section of Informants I 37 in I 979, 198 I, 1982, 1984, and later years. I will cite to the year in which the Informants were so important to the FBI that relevant portion was added or amended. If every agent had a role in the development and the portion was subsequently amended in a operation of informants. way relevant to the discussion, I will note a. Special Agent in Charge the change. Because the events central to this case occurred in or before 1984, I do not The SAC had personal responsibility for the rely on amendments made to the MIOG after establishment of inforrnant coverage within his or • 1984 in deciding this case. her territory and was responsible for constantly assessing informant coverage to ensure that adequate I. Importance of Inform.ants coverage was maintained. Ex. 6, § 137-2(1) (1978). The MIOG instructed SACs that "[t]he development The FBI viewed informants as essential to the and operation of inforrnants must , be closely auomplishment of its investigative goals. The use supervised because of the contribution they make to of informants was "the single most important tool our investigations and problems inherent in their available to the FBI for the gathering of information operation." Id. To that end, the SAC was required to bearing on our investigations," Ex. 8, at 9, and one ensure that inforrnant files were reviewed by of the most effective investigative techniques supervisors every 60 days. Ex. 6, § 137-2(1) employed against organized crime, Ex. 69, at 16. (1981).~ Informants provided information that could not FN21 .. Greenleaf acknowledged in his trial otherwise be obtained. Greenleaf June 22, 2006 Tr. testimony that he did not personally at 29. Indeed, Ring testified that he did not know of "constantly assess" informant coverage or any serious criminal activity that could be combated ensure that files were reviewed; rather, he without the use of informants. Ring June 27, 2006 delegated this task to the supervisors and an Tr. at 10-11. "Informant Coordinator." He created the Each division and program in the FBI constantly position of "Inforrnant Coordinator" and reassessed the adequacy of its inforrnant coverage . gave the Coordinator the responsibility of • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 37 of 124

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assisting agents and supervisors in meeting 1981, the MIOG was amended to give every agent the requirements ofthe Guidelines and Rules an obligation to develop and operate productive and Regulations. Knowledge of the informants. See Ex. 6, § 137-2(3) (1978); Ex. 6, § development and operation of informants 137-2(3) (1981). The MIOG stated: "The proper came to Greenleaf by means of discussions operation of informants is a basic skill which in weekly supervisory meetings on an requires dedication and ingenuity. The success each as-needed basis. Greenleaf June 22, 2006 Tr. agent enjoys normally depends on the strength of the at 45-46, 52. Agent's personality and the resourcefulness exercised in obtaining information." Ex. 6, § *67 b. Supervisory Special Agents 137-2(3) (1978). Agents were evaluated, in substantial part, on the basis of their development Supervisors were responsible for the and handling of informants. FN23 development and operation of informants by agents FN23. Beginning in 1981, development and under their supervision. Ex. 6, § 137-2(2) (1978). handling of informants was one of four Specifically, they were responsible for ensuring that critical elements upon which agents were agents were making efforts to develop informants evaluated. See, e.g., Ex. 55e, Performance and were receiving training and guidance to do so. Appraisal Report as to Connolly, Nov. 15, Id. In addition, supervisors were instructed to 1981 to Nov. 12, 1982; Ex. 55f, • "directly supervise the informant files" of the agents Performance Appraisal as to Connolly, July under their supervision by reviewing the files at least 2, 1981 to Dec. 5, 1981; Ex. 55/, once every 60 days to ensure that the informants Performance Appraisal Report as to were being operated properly and developed to their Connolly, Apr. 2, 1984; Ex. 55s, fullest potential. Id. In I 981, the MIOG suggested Performance Appraisal Report as to that supervisors also periodically meet with the Connolly, Mar. 31, 1985. Prior to that time, informants being operated by agents under their it had been one of twenty-four factors supervision "to ensure that the informant is being included in performance evaluations. See, handled by the contacting agent pursuant to FBI e.g., Ex. 55a, Report of Performance Rating policy." Ex. 6, § 137-2(2) (1981).FN 22 as to Connolly, Mar. 31, 1976; Ex. 55b, FN22. In 1984, the MIOG was amended to Report of Performance Rating as to state that Supervisors were strongly urged to Connolly, Mar. 31, 1979; Ex. 55c, Report of . meet with informants being handled by their Performance Rating as to Connolly, Mar. 31, agents. Ex. 6, § 137-2(2) (1984). 1980; Ex. 55d, Report of Performance Rating as to Connolly, Mar. 31, 1981. c. Special Agents 3. Policies and Practices Regarding the Prior to 1981, the MIOG directed each agent to Development and Operation of Informants attempt to develop and operate informants; but in • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 38 of 124

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The Guidelines acknowledged that the use of before 1981, the explicit statement of the informants might involve some deception, as well as requirements in the 1981 Guidelines and MIOG was cooperation with people "whose reliability and not considered a significant departure from previous motivation can be open to question." Ex. 6, § policy. Ex. 8, at 2. 13 7-17(1 ), Guidelines Part A(l) (I 981 ). Therefore, The suitability inquiry conducted before the opening "special care must be taken to carefully evaluate or re-opening of an informant was used to assess a and closely supervise their use, to ensure that potential informant's "emotional stability, individual rights are not infringed and that the controllability, reliability, truthfulness and government itself does not become a violator of the conformance to instructions." Ex. 8, at 2-3. In law." FN24 Id. (emphasis added). determining an individual's suitability, agents were FN24. Before 1981, the Guidelines were required to consider the following factors: whether even more cautious; rather than instructing the individual was willing and able to provide agents to "carefully evaluate and closely information to the FBI, whether the individual did supervise their use," the Guidelines told not seem directed by others to obtain information agents to "minimize their use." Ex. 6, § from the FBI, and whether there was anything in the 13 7-13(1 ), Guidelines, Introduction (1978) . individual's background that would make him unfit as an informant. In addition, agents were instructed a. Suitability to weigh the importance of the information being • furnished by the informant against the seriousness of In order to use an individual as an informant, a past and contemporaneous criminal activity of supervisor was required to make written findings which the informant may be suspected; agents were that the individual was suitable for use as an also instructed to consider the ability of the FBI informant and was likely to provide pertinent closely to monitor and control the informant's information to the FBI. Ex. 6, § 137-17(1), activities insofar as the informant was acting on Guidelines *68 Part D(l) (1981 ); Ex. 8, at 2. behalf of the FBI. However, the MIOG stated that Beginning in 1981, each field office seeking to open these latter two factors were not, in and of or re-open an informant was required to conduct a themselves, crucial in determining suitability. FNZl 120-day "suitability inquiry"; a field supervisor was Ex. 6, § 137-3.1.1(1) to-3.1.1(2) (198l).FN26 required to review each informant's suitability every 90 days; FBI Headquarters was required to review FN25. If these two matters are not crucial, it each informant's suitability at least once each year; is hard to know what is crucial. In fact, the and any time the FBI learned that an informant was MIOG does not indicate what factors were no longer suitable, "his relationship with the Bureau crucial in determining suitability. [was required to] be promptly terminated." See Ex. 6, §§ 137.3.1 to 137.3.2 (1981); Ex. 6, § 137-17(1), FN26. Similar factors were outlined in the Guidelines Part D(5) (1981); Ex. 8, at 2-3. Although 1976 version of the Guidelines. See Ex. 6, § these requirements were not spelled out in detail 137-13, Guidelines Part A (1978). • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 39 of 124

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informants of these matters even before b. Criminal Background and Ongoing Criminal 1981; the only change made in 1981 was to Activity require annual advisement or readvisement whenever necessary. See Ex. 6, § 137-13, Informants, by their very nature, are likely to Guidelines Part B (1978); Ex. 8, at 4. have criminal histories. In order to be in a position to provide information about criminal activity, FN28. In light of this predicament, agents informants also are likely to have some . called as witnesses at trial or whose views contemporaneous involvement in criminal activity. appear in trial exhibits disagreed about the As Ring pointed out, "It's people who are criminals appropriateness of using the head of a for a living who are informants." Ring June 27, criminal organization as an informant. 2006 Tr. at 53. Fitzpatrick testified that the FBI could not In 1981, the Attorney General granted the FBI use the head of an organization as an authority to use informants who were involved in informant, because if it did so, the FBI contemporaneous criminal activity, provided that the would effectively be sponsoring the criminal criminal activity was not of a serious nature . organization. Fitzpatrick June 13, 2006 Tr. "Serious" criminal activity, however, was not at 67. Connolly, appearing in an FBI defined. See Ex. 8, at 7; Ex. 6, § 137-17(1), instructional video, also cautioned that, in • Guidelines Part G(2) (1981). The Guidelines only selecting informants, he would not advise instructed supervisors to consider whether the crime targeting a "boss" in the area of organized was a felony or misdemeanor, the potential penalty crime; rather, he stated that agents should under law, and the impact on any victim. Ex. 8, at 7. target "someone perhaps close to the level of Moreover, there was no explicit prohibition on using criminal activity but not necessarily involved the head of a criminal organization as an informant. deeply." Ex. 72 Transcript, Informant However, agents were required to advise informants Training Video at I, Sept. 16, 1983. at least once each year that they were not to (Connolly clearly did not follow his own participate in acts of violence, use unlawful advice when he kept Bulger and Flemmi as techniques to obtain information, initiate a plan to informants.) Agent Gerald Montanari commit criminal acts, or participate in criminal testified that the best information would activities of persons under investigation, unless come from people who were closer to the authorized by the FBI. *69 Ex. 6, § 137-3.4 (1981); criminal operations, and someone higher up Ex. 6, § 137-17(1 ), Guidelines Part E(l) (1981 ).FN 27 in an organization would provide better It seems likely, however, that an informant who was information. Montanari June 31, 2006 Tr. at the head of a criminal organization would be 113-14. Ring testified that he would use the involved in some, if not all, of these activities.FN 28 head of a criminal organization as an informant only if doing so would lead him to FN27. Agents were required to advise the head of another criminal organization or • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 40 of 124

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to someone higher up in a national organization. Ring June 27, 2006 Tr. at a. whether the cnme is completed, 18-19. imminent or inchoate;

If an agent learned of the commission of a b. seriousness of the crime in terms of serious crime by an informant, he was instructed to danger to life and property; notify a field office supervisor. Ex. 6, § 13 7-17(1 ), Guidelines Part G(2) (l 981 ). Any time "a field c. whether the crime is in violation of office leam[ed] of the commission of a serious federal or state law, and whether a felony, crime by an informant ... , even if unconnected with misdemeanor or lesser offense; an FBI assignment/m• FBIHQ must be notified. " Ex. 6, § l37-4(5)(b) (1981) (emphasis added). The d. the degree of certainty of the field office was required to make a recommendation information regarding the eriminal about whether state or local law enforcement or activity; prosecutive authorities should be informed/N3o as well as whether the informant should continue to .be e. whether the appropriate authorities used. If the field office believed notification oflocal already know of the criminal activity and authorities was inadvisable, or if the field office the informant's identity; and • recommended that local authorities delay or forego enforcement, it was required to advise FBI f. the effect of notification on FBI Headquarters of the details of the criminal activity investigative activity. and the communications with state or local authorities. At that point, FBI Headquarters would Ex. 6, § l 3 7-17(1 ), Guidelines Part G( 4)(f) make a specific determination of whether to (1981). continue to use the informant. Ex. 6, §. 137-4(5) (1981). If a field office learned of "participation by an informant ... in a serious act of violence, " it was FN29. The MIOG sets forth detailed rules required to notify FBI Headquarters, even if the regarding authorized criminal activity by appropriate state or local authorities had been informants, as well as criminal activity notified. *70 Ex. 6, § 137-4(5)(c) (1981) (emphasis committed in connection with an FBI added); see also Ex. 8, at 7. The field office was assignment. See Ex. 6, § 137-4 (1981). instructed to send a teletype detailing the informant's violent activity and stating whether the field office FN30. In determining whether to notify the wished to continue to use the informant. See Ex. 6, appropriate authorities of criminal activity § 137-4(5)(c) (1981); Ex. 8, at 7. The Guidelines by informants, agents were instructed to mandated that a determination to continue to use the consider the following factors: informant be approved by the Director or a senior • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 41 of 124

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official at FBI Headquarters after consultation with the Assistant Attorney General in charge of the Regardless ofwhether the FBI decided to inform Criminal Division. Ex. 6, § 137-17(1), Guidelines state and local authorities of criminal activity by an Part G(3) (1981).FIIJJ informant, it was never appropriate for the FBI to take any action to conceal a crime by an informant. FN3 l. Prior to I 98 I, if the FBI had Ex. 6, § 137-13, Guidelines Part l(c)(l) (1978), knowledge of the actual commission of a renumbered as§ 137-17(1), Guidelines Part G(S) serious crime by an informant unconnected (1981). with his FBI assignment, the FBI was instructed to notify the appropriate !aw The MIOG consistently gave FBI Headquarters enforcement or prosecutive authorities, the ultimate decision-making authority regarding unless notification was inadvisable. If questionable informants. For example, if agents had notification to other law enforcement questions regarding the interpretation of the agencies was inadvisable, the FBI was to Guidelines, they were instructed to obtain the advice notify the Department of Justice. Ex. 6, § of FBI Headquarters before refusing or 137-13, Guidelines Part l(c)(3) (1978). The discontinuing the services of a valuable informant. l 978 Guidelines drew a distinction between Ex. 6, § 137-17(1), Guidelines Part N(2) (1981). criminal activity in connection with an FBI Further, although any informant found to be • assignment and criminal activity unrelated to unsuitable was to have his relationship with the FBI an FBI assignment. The FBI was required to promptly terminated, Ex. 6, § I 37-17(1), Guidelines act if it learned of criminal activity in Part D(7) (1981), the MIOG never directed an agent connection with an assignment, but was only to close an informant in response to specific required to act if it had knowledge of behavior; rather, it directed the agent and fie Id office criminal activity unrelated to an assignment. to inform FBI Headquarters. The Guidelines stated that "learning" involved a "comparatively minimal degree · During his tenure as contact agent for Bulger and of certainty," while "knowing" involved a Flemmi, Connolly was aware of these reporting "substantial degree of certainty." Ex. 6, § requirements, but he sought to avoid any required 137-13, Guidelines Part l(c)(2) to -(3) reports to FBI Headquarters by closing his eyes and (I 978). The "knowledge" standard was ears to information about criminal activity by his derived from the federal Misprision of informants. In fact, he even instructed other agents Felony statute, 18 U.S.C. § 4. However, this on how to avoid the reporting requirements by distinction was eliminated in the I 98 I recommending that agents tell informants not to Guidelines, and the 1981 MIOGrequired the inform them of ongoing criminal activity. field office to act if it learned of criminal activity by an informant, but did not define [I]f you're goin' out to develop an informant "learn." that's not what you want. Someone else can do that. • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 42 of 124

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Other agents can make the case on him. That's not provided agents with detailed guidance about how to my function but my function is early on to let him operate informants. Ex. 6, § 137-4(1) (1978), know I don't wanna know. Don't tell me something renumbered as§ 137-5(1)(1981). you've done because if you do, you're puttin' me in i. Control oflnformants 32 a position where I have to act on it. FN Agents were instructed to direct the activities of FN32. Connolly followed his own advice informants as much as possible, and to make every when handling Bulger and Flemmi. He effort to control the informant's activities when he or reported to Greenleaf that because Bulger she was acting on the FBI's behalf. Ex. 6, § 137-4(2) and Flemmi were aware of Coimolly's to -4(3) (197.!!.l, renumbered as§ 137-5(2) (1981). obligation to report any of their criminal Although it was not possible for agents completely activity to FBI Headquarters, "they do not to control all day-to-day activities by informants, see discuss any criminal activity which they may Ring June 27, 2006 Tr. at 58; Montanari June 21, be engaged in front of writer." Ex. 131, 2006 Tr. at 113, Fitzpatrick and Connolly were Memo from Connolly to SAC, Boston at 5, aware that someone, either the agent or the Nov. I, 1984 . informant, would control the informant relationship. Fitzpatrick testified that there was a need to control It is not surprising, therefore, that while the informant relationship so that informants do not • Greenleaf acknowledged that there was a "go both ways" and use information gleaned from procedure to deal with a report of serious the FBI in their criminal endeavors. Fitzpatrick June criminal activity by an informant, he 12, 2006 Tr. at 73-74. Connolly himself, in his testified that he was never notified of any instructional video, observed that either the report of serious criminal activity by informant would rule the agent, or the agent would Bulger or Flemmi, with the exception of rule the informant, and "if they're ruling you you're the Drug Enforcement Administration wastin' your time and the Bureau's time and you investigation in 1984, discussed below in could put yourself and the Bureau in a very Section II(D)(3)(e). Greenleaf June 22, melancholy situation." Ex. 72, Transcript at 12. 2006 Tr. at 16. Agents were also instructed that Organized Crime informants presented a particular problem in this *71 Ex. 72, Transcript at 10-11 (emphasis regard. Connolly pointed out in his training video added). that Organized Crime informants "never really consider themselves as an informant." Ex. 72, c. Operation of Informants Transcript at 13. Rather, they may use the FBI to "get to" rival criminals, in contrast to a "stick up guy The MIOG advised that "[s)uccessful operation in Wichita," who knows he is an informant and is of informants demands more of an Agent than willing to let the agent direct him. Id. almost any other investigative activity," and ii. Maintenance of Informant Files • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 43 of 124

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Originally, the rationale for the letters was to justify Agents were required to record "all investigative payment to the informants. Ex. 6, § 137-9(l)(e) activity" related to an informant in a file maintained (I 978). In 1981, the MIOG provided that the letters for each informant. Ex. 6, § 137-4(8) (1978), existed accurately to demonstrate the contributions renumbered as § 137-5(7) (1981). The MIOG of the informant program. Ex. 6, § 137-11(5)(1981). instructed that agents were required to record both positive (useful information was obtained) and iii. Promises to Informants negative (no useful information was obtained) contacts. Id. Each informant file had two sections: Agents were instructed not to promise immunity the "administrative" section including administrative or reduction of sentence to criminals who furnished and identifying data; and a substantive section information. Ex. 6, § 137-3(6) (1978), renumbered including reports provided by the informant, as§ 137-5(4) (1981). In fact, agents were required recorded on FD 209 ("209") forms. Ex. 6, § to tell informants at least once each year that the 137-7(5)(1979), renumbered as§ 137-9(4)(1981). informant's relationship with the FBI would not If an informant provided information relevant to an protect him or her from arrest or prosecution unless investigation, the agent routed the 209 with the the supervisor or SAC determined that his or her relevant information to the agent responsible for the criminal activity was justified under the Guidelines. investigation. See Ring June 27, 2006 Tr. at 12-13; Ex. 6, § 137-3.4 (1981); Ex. 6, § 137-17(1), • Ex. 50, Report of Review of Bulger and Flemmi Guidelines Part E(l) (1981 ). Connolly instructed Informant Files for Compliance Issues at 12-14, Oct. agents that they should be careful not to make 8, 1999. Each informant file was to have a table of promises to informants which would authorize contents or index recorded on a form FD-23 7. Ex. 6, criminal activity. Ex. 72, Transcript at 11. § 137-7(3) (1978), renumbered*72 as§ 137-7(4) iv. Providing Information to Informants (1979), renumbered as § 13 7-9(3) (1981 ). The MlOG directed that all informant files, both Agents were instructed to be careful not to pending and closed, were to be "maintained under provide information to informants other than such lock and key under the personal supervision of the information as was necessary for informants to carry SAC or a person designated by the SAC," and out their assignments. Ex. 6, § 137-3(8) (1978), "handled in a secure fashion at all times." Ex. 6, § renumbered as§ 137-5(10) (1981). Giving too much 137-7(2) (1978), renumbered as§ 137-7(3) (1979), information to an informant increased the risk that renumbered as§ 137-9(1) (1981). the informant could divine the FBI's priorities and interests from the very questions asked by agents, In addition to maintaining the informant file, agents and then misuse that information. Fitzpatrick June were required to submit quarterly progress letters to 12, 2006 Tr. at 73-74. FBI Headquarters for each informant. These v. Confidentiality of Informant Identities progress letters were to include statistical accomplishments to be credited to the informants. Agents were instructed to take all possible steps • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 44 of 124

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to maintain the confidentiality of the informant's of the informants' safety and security. He said: "You relationship with the FBI. Ex. 6, § 137-3(10) (1978), should make every effort to ensure the security of renumbered as§ 137-3(9)( d) ( 1979), renumbered as this person. They are risking their lives[;] we should § 137-3.4(c) (1981). "Constant care should be recognize that." Ex. 72, Transcript at 6. exercised to avoid any disclosure to anyone which might result in the identification of an informant or C. Recruitment and Use of Bulger and Flemmi as cast suspicion upon an informant." Ex. 6, § 137-3(7) FBI Informants (1978), renumbered as § 137-5(9) (1981). Even when the FBI was responding to a subpoena, court Bulger and Flemmi were informants for the FBI order, or request for information that related to the at various times over a period of twenty-five identification of an informant, the response was to years.:'.:= Although they were only two ofthe 250 to be coordinated with FBI Headquarters. Ex. 6, § 300 informants in the Boston Division, they were 137-4(14) (1979), renumbered as § 137-5(16) repeatedly lauded as among the most valuable (1981), renumbered as§ 137-5(19) (1982). Before informants in the Division. Bulger was called "one information received from an informant could be of the highest caliber sources in the Division within used in a prosecution, FBI Headquarters was to be recent memory," Ex. I 3e, Memo from Connolly to advised and given an opportunity to discuss the SAC, Boston at 2, Dec. 2, 1980, and "one of the matter with the Department of Justice. Ex. 6, § most highly placed and valuable informants in the • 13 7-6(11) ( 1978). Moreover, the Department of Boston division," Ex. I 3e, Addendum of Supervisor Justice instructed all United States Attorneys that Morris at 2. When questions were raised about they could not interview or subpoena informants whether Bulger should be "closed" (terminated) as without prior consent from the Department. Ex. 6, § an informant, Morris opined that the closing "would 137-6(11) (1978). deal a serious blow to the OCP "'34 of the Boston *73 The central justification for maintaining the division." Ex. l 3e, Addendum of Supervisor Morris confidentiality of informant identities, of course, at 2. Flemmi was described as the type of informant was safety and security. Ring testified that it was who "form[ ed] the nucleus of any viable long range "absolutely" important to keep informants' identities Organized Crime Program," and· was viewed as a confidential because "[y Jou had an informant's life "highly placed and valuable" informant of the type in your hands. If that identity got out, ... the that takes years to develop. Ex. I I 0, Addendum of informant's life would be in danger .... [I]f you're Supervisor Morris. dealing in the area of organized crime, it's essential FN33. Bulger and Flemmi were often to protect the informant's life." Ring June 27, 2006 referred to in FBI documents by their Tr. at 7-8. Brady and Montanari testified to the same "symbol numbers" in order to protect their effect. See Brady June 2 I, 2006 Tr, at 6; Montanari confidentiality: Bulger was BS 1544-TE (or June 21, 2006 Tr. at 114-115. In his training video, BS 1544-OC); and Flemmi was BS-955-TE Connolly too acknowledged the necessity of keeping (or BS-955-OC). Each symbol number confidential the identities of informants for reasons consisted of a eode for the FBI office in • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 45 of 124

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which the informant was located, a number interest. Ex. 59, at MCN055-3646; Ex. 110, identifying the informant, and a code for the Addendum of Supervisor Morris. Flemrni also type of informant. BS is the code for Boston; traveled in Cosa Nostra circles; he had a past TE is the code for Top Echelon informant; criminal association with Cosa Nostra and was twice and QC is the code for Organized Crime offered the opportunity to become a made member. informant. Flemmi June 8, 2006 Tr. at 20-21; Ex. 110, Addendum of Supervisor Morris. Accordingly, he FN34. Organized Crime Program. was able to provide an insider's perspective on the organiz.ation. Bulger and Flemmi thus were uniquely Flemmi was first recruited as an FBI informant positioned to provide information about high-level in 1964. He provided information, off and on, until activity in Cosa Nostra. J 990. Bulger was first recruited as an FBI informant in 1971 and provided information until l990_FN35 FN35. _The following is a chronology of Beginning*74 in 1975, Connolly was the FBI agent Bulger and Flemmi's openings and closings assigned to handle Bulger and Flemmi. Fitzpatrick as informants over the period 1964 to 1990: June 12, 2006 Tr. at 75-76. Bulger and Flemmi were recruited for their ability to provide high-level information about Cosa Nostra, owing to their status • as equals at the policy-making level to major Cosa Nostra figures, including Angiulo and Zannino. See Ex. 13h, Teletype from Boston to Director, Feb. 23, 1983. They were "very influential" in the Boston criminal world. Ex. I 0, F!emmi Informant File at MCN0 16-0210 to -0211. Bulger was "one ofthe top criminals in Boston," Weeks June 8, 2006 Tr. at 99, and a "major Boston underworld figure," Ex. 14, Stipulation Regarding James Bulger and Stephen Flemmi's Reported Criminal Activities at J, United States v. Connolly, No. 99-10428 (D.Mass.) (citing FBI document authored by Connolly, from SAC, Boston to Director, June 5, 1974). He was known to be the head of Winter Hill. See, e.g., Ex. l 3h (stating that Bulger was "the titular head of the Winter Hill Mob"); Ex. l 2, Bulger Informant File at MCN0l 6-1523 (Bulger self-identified as one of the heads of the South Boston Irish Mafia). Winter Hill interacted with Cosa Nostra on matters of mutual • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 46 of 124

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11/27/ Flemmi opened as an FBI 1964 Informant

l 0/30/ Flemmi closed 1965

11/031 Flemmi re-opened as an 1965 FBl' Informant

02/14/ Flemmi designated a Top 1967 Echelon Informant

09/15/ Flemmi closed (continued 1969 ... )

05/13/ Bulger opened as an FBI. 1971 Informant

09/10/ Bulger closed 1971

09/18/ Bulger re-opened as an FBI • 1975 Informant 02/04/ Bulger designated a Top 1976 Echelon Informant

01/27/ Bulger closed 1978

05/04/ Bulger re-opened as an FBI 1979 Informant

09/12/ Flemmi re-opened as Top 1980 Echelon Informant

09/23/ Flemmi closed 1982

02/23/ Bulger designated a Top 1983 Echelon Informant

07/10/ Flemmi re-opened as FBI 1986 Informant • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 47 of 124

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12/03/ Bulger and Flemmi closed 1990

See Ex. 87, Summary of Openings/Closings of James Bulger; Ex. 88, Summary of. FN37. The MIOG does not require mere Openings/Closings of Stephen Flemmi. closing of an unsuitable informant; rather, it requires that "his relationship with the At times, Bulger and Flemmi were designated as Bureau shall be promptly terminated." See "Top Echelon" informants. ~ Although they were Ex. 6, §§ 137.3.1 to 137.3.2 (1981 ); Ex. 8, at occasionally "closed" and "re-opened" as FBI 2-3; Ex.6 § 137-17(1),GuidelinesPartD(S) informants, the FBI never completely terminated its (1981). relationship with either informant during the l 970s and l 980s. FNJ? The official action of opening and In I 981, information provided by Bulger and closing Flemmi had such little practical impact that Flemmi was used in the successful applications for Flemmi himself was never aware that he was being Title III wiretaps and electronic surveillance in the officially opened and closed. He continued to Bo star and Mandarin operations against Angiulo and provide information even when he was closed in the Zannino. Connolly and Morris repeatedly trumpeted 1970s and l 980s, and that information was reported the roles played by Bulger and Flemmi in providing in his informant file, which remained open even information that resulted*75 in the Bostar and • when Flemmi was officially "closed." Ring testified Mandarin wiretaps, and the operation against that although Flemmi was sometimes closed, the Angiulo was referred to as "one of the highest FBI continued to meet with him and "information priority organized crime cases in the FBI today, volunteered by [him] is accepted." Ex. l3j, Memo [involving] what has been characterized by FBIHQ from Ring to SAC, Boston at I, Oct. 17, 1984; Ring officials as one of the most important and successful June 28, 2006 Tr. at 56-57. Other agents also treated Title III's to have been conducted by the FBI in the Flemmi as an informant regardless of his official past ten years." See, e.g., Ex. 1 I b, Memo from open or closed status. While he was closed in 1983, Connolly to SAC, Boston at 2, Dee. 2, 1980; Ex. Montanari, who wanted to interview him in 13f, Memo from Connolly to SAC, Boston at I, connection with a murder investigation, approached Addendum of Supervisor Morris, Apr. 1, 1981; Ex. him through Connolly because he was an informant. 110, Addendum of Supervisor Morris. The Boston Montanari June 21, 2006 Tr. at 105-107. Organized Crime Program was commended by the Director for these two "exemplary" and FN36. As noted earlier, Top Echelon "outstanding" cases. Ex. 70, Memo from Director, informants were expected to provide FBI to SAC, Boston at 1, May 28, I 981. information about a criminal group's activities at the management level. See Bulger and Flemmi provided other valuable Fitzpatrick June 13, 2006 Tr. at 14-16; Ring information regarding Cosa Nostra. For ex~ple, June 27, 2006 Tr. at 11-12 . • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 48 of 124

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Flemmi provided the FBI with a diagram of the twenty-six murders between 1973 and 1985; and Bella Napoli Restaurant in Boston's North End, Flemmi pleaded guilty to involvement in eleven Zannino's favorite meeting place. Ex. I 0, at murders during the same period. See Ex. 1; Ex. 2. MCN016-0500 to -0502; Flemmi June 6, 2006 Tr. Although agents of the FBI may not have been at 113-115. Flcmmi's information included the aware of all of this criminal activity during all of the location ofZannino's customary table and the nights time that Bulger and Flemmi were FBI informants, he held meetings at the restaurant. Id. Likewise, he agents in Connolly's chain of command in the provided a diagram of Francesco's Restaurant in the Boston Office and at FBI Headquarters knew, or had North End, Angiulo's favorite meeting place. The reason to know, that Bulger and Flemmi were diagram pinpointed the location of Angiulo's ~ involved in violent criminal activity during the time favorite table and where he customarily sat at that they were informants. Organized crime, by the FBl's table. Ex. 10, at MCN016-0497 to -0499; Flemmi own definition, involves the "use of violence or June 6, 2006 Tr. at 116-117. In 1986, Flemmi threat of violence." FNJB Ex. 69, at 5. Agents in the provided a diagram of Vanessa's Restaurant, a Boston Office and officials at FBI Headquarters meeting place for Cosa Nostra leaders in Boston knew that Bulger and Flemmi were members, then subsequent to !he arrest and conviction of Angiulo. leaders, *76 of Winter Hill, an organized crime Ex. IO at MCN016-0355 to -0358; Flemmi June 7, group. Flemmi himself testified that the FBI knew 2006 Tr. at 5-7. The diagram and other information he and Bulger were committing crimes: "that was • provided by Flemmi were used in an application for our business. That's all we did ... , and they [the FBI] a Title Ill wiretap at the restaurant. June 8, 2006 Tr. knew what we were doing." Flemmi June 7, 2006 at 53-54. Information provided by Flemmi was also Tr. at 81-82. In addition, as I will discuss in detail used in an application for a Title III wiretap of a below, the files of the Boston Office contain scores Cosa Nostra induction ceremony in 1989. June 8, of references to specific criminal activity by Bulger 2006 Tr. at 54-55; see also Flemmi June 7, 2006 Tr. and Flemmi. Some of these references appear in at 10-1 I. Bulger and Flernrni's own informant files. Bulger and Flemmi would "self-report" criminal activity to D. Involvement of Bulger and Flemmi in Violent their handler, Connolly, who would record their Criminal Activity reports in 209s which were then placed in their informant files. Other references to Bulger and Bulger and Flemmi were involved in violent Flemmi's criminal activity come from the reports of criminal activity throughout their tenure as FBI other informants of the FBI. If an informant told his informants. See generally the trial testimony of handler about criminal activity by Bulger or Flemmi, Flemmi, June 5, 2006-June 8, 2006. Both were that information would be recorded in the indicted for, and Flemmi pleaded guilty to, a informant's own informant file and also copied to an racketeering conspiracy that included bookmaking, investigative file. Any mention of Bulger or Flemmi loansharking, extortion, narcotics trafficking, and . in an investigative file should have been listed in the murder. Bulger was indicted for involvement in indices of the Boston Office_FN39 • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 49 of 124

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an informant and the subject of no other FN38. The FBI defined organized crime as active investigative matters. Ifinformation "any group having some manner of is received stating simply that X is a formalized structure whose primary member of organized crime, the objective is to obtain money through illegal information would be recorded and placed activities and maintains its position through in an organized crime control file for use ofviolence or threat ofviolence, corrupt future reference. A card would be filled public officials, graft and extortion, and has out stating X's name and the location of a significant impact on the people in its the file .... In this example, the information locale, or region, or the country as a whole." would not be routed to X's informant file Ex. 69, at 5 (emphasis added). because the Agent filing the report would not know of X's status as an informant, FN39. According to the procedures for such status being compartmentalized. maintaining files, any information received by the FBI concerning Bulger or Flemmi There are two primary ways that should have been noted and linked to their information about X would come to the names in an index. Any time a suitability attention of the handling Agent and/or review was conducted for Bulger or Flemmi, Supervisor, the exact procedures of the • when they were opened or re-opened, the Boston Office, during the various time indices should have been checked: periods, being unknown to writer. First, the organized crime squad supervisor or Within the FBI system of records, whether the organized crime coordinator in the utilizing index cards or automated means, office is usually charged with reviewing when information is received concerning control files on a periodic basis. Secondly, an individual a reference is made in when an informant is opened, or reopened general indices which indicates what as the case may be, the handling agent is file/serial/page the information can be charged with conducting an 'indices found. If the information pertains to a search' to determine what information is in current investigative matter, [then] it is FBI files regarding the individual. In the routed to that investigative file. (Informant above example, if the indices search is files being an exception. Informant files conducted after receipt of the general are not noted in general indices.) If the organized crime information, _the information is general in nature, it will be completed search slip will note that there routed to a general control file maintained is information about X available [in a for that particular investigative particular file]. It is then the responsibility classification. The following hypothetical, of the handling Agent to retrieve the file will i I lustrate. Assume that individual Xis and review the information. In some • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 50 of 124

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instances, the information is so gambling in 1976, 1986, and 1987, see Ex. 12, at voluminous that the completed search slip MCN016-1598 to -1600; Ex. 10, at MCN016-0365 will note 'numerous references.' It is the to-0367, MCN0 16-0359 to -0360, MCN0 16-0352 to responsibility of the handling Agent to -0354, MCN0 16-0050 to -0052, and Flemmi follow up by requesting a list of these self-reported that he was involved in loansharking, references and reviewing same. This see Ex. I 0, at MCN0 16-0050 to -0052. Over the indices search and file review is part of the years, other informants reported to their handlers process of determining the suitability of that Bulger and Flemmi were involved in extortion, the individual for use as an informant. threats of violence, jury tampering, drug trafficking, and murder. These reports were recorded in the files Ex. 50, at 12-14. of the Boston Office. See, e.g., Ex. 16, Report of Agent Patterson and Agent Frahrn's Review of Files l. Loansharking and Bookmaking Referencing Bulger or Flemmi at 9-10, July 1997; Ex. 17, Memo from Vaules to SAC, Boston, Dec. The files of the Boston Office, including Bulger 31, 1975; Ex. 14 at 4 (citing FBI Document authored and Flemmi's informant files, are replete with by Daly, Oct. 18, 1977) . references to their involvement in loansharking and FN40. Judge Selya of the First Circuit Court bookmaking between 1965 and 1987. Loansharking of Appeals has observed: " 'Loansharking' • and bookmaking, by definition, involve violence is a term of criminal art which may roughly *77 and threats of violence_FN

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mere presence of Bulger and Flemmi would be FN4 l. Ring acknowledged that loansharking enough to intimidate people. Flemmi June 5, 2006 was sometimes associated with violence. He Tr. at 84-86; Flemmi June 8, 2006 Tr. at 23-24. testified that the Guidelines did not prevent Weeks similarly testified that it was generally the FBI from using informants who were known that he, Bulger, and Flemmi were capable of involved in loansharking, but stated that if extreme violence. Weeks June 8, 2006 Tr. at 77-78. he had "specific and credible information" Agents in the Boston Office and at FBI that they were using violence in the Headquarters were well aware of these reputations. collection of debts, he would have launched In 1965, for example, the SAC wrote to the FBI an investigation into their activities. Ring Director that Flemmi "enjoys the reputation of being June 28, 2006 Tr. at I 2-13. a very capable individual and ... it is believed that he probably is the individual that finally was successful 2. Reputation for Violence in murdering Edward 'Punchy' McLaughlin." Ex. 10, at MCN 016-0198 to -0199. In 1966, Flemmi ]be evidence shows that, by the mid 1970s, self-reported beating another man so severely that he agents in the Boston Office and at FBI Headquarters needed I 00 stitches in the face and head. Ex. 10, at knew that Winter Hill had a reputation for violent MCN0I6-0678 to -0679, MCN016-0183 to-1086. crime. Bulger repeatedly self-reported that Winter Flemmi also self-reported that in 1967, he was • Hill was capable of violence. See, e.g., Ex. 14, at I offered the opportunity to become a member ofCosa (citing FBI Document authored by Connolly, From Nostra and that ordinarily, a person would have to SAC, Boston to Director, Sept. 6, 1974), 3 (citing make a "hit" in order to be admitted as a member. FBI Document authored by Connolly from SAC, Given Flemmi's reputation, however, Cosa Nostra Boston to Director, Feb. 4, 1976); Ex. 12, at offered to waive the hit requirement. Ex. 10, at MCN016-1618 to -1620, MCN0l6-1360 to -1361. MCN0I6-0655 to -0656, MCN016-0135 to -0141. Ring testified that at the time he was Supervisor of Bulger also reported to Connolly that Flemmi was the C-3 Squad, he believed Bulger and Flemmi were known to be an extremely dangerous person when capable of violence, and that he knew they came out aroused, and warned that he might "whack out" the of a violent group. Ring June 27, 2006 Tr. at 56-57. owner of a club where his daughter had been beaten. In a 1983 memorandum to Greenleaf, Ring reported Ex. 12, at MCN016-1509 to -1513. In addition, that the "Irish Mafia" (Winter Hill) dealt in Bulger was repeatedly referred to as a "vicious gambling, bookmaker extortion, loansharking, individual" and "vicious animal" in the files of the drugs, *78 sophisticated robberies, murders, threats Boston Office. See, e.g., Ex. 19, Airtel from SAC, and intimidation. Ex. 59, at MCN055-3646. Boston to Director, FBI at 3, Apr. 15, 1975; Ex. 21, In addition, Bulger and Flemmi each had Memo from Daly to SAC, Boston, Aug. 23, 1976. well-earned, personal reputations for violence. He was said to be "feared by many people because Flemmi testified that Bulger generally was known as of his ability to kill anyone without even thinking a violent person in the Boston area, and that the twice." Ex. 20, Memo from Daly to SAC, Boston, • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 52 of 124

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Sept 18, 1975. Fitzpatrick thought of Bulger as a Rico while he was "on the lam." Flemmi called Rico "live psychopath." Fitzpatrick June 14, 2006 Tr. at once each year, and in 1974, Rico informed Flemmi 11 • I 2. that he could return to Boston. Flemmi June 6, 2006 Tr. at 73-75. Although Salemme was convicted of Bulger and Flemmi were referred to in the files the Fitzgerald bombing and spent ten years in of the Boston Office as individuals who could be prison, all of the charges against Flemmi were used by other criminals as contract killers to "hit" dropped. Flemmi June 6, 2006 Tr. at 75-77. Flemmi someone, Ex. 16, at 6, and officials from the FBI's believed that Rico had promised to protect him from Sensitive Information Unit, Criminal Investigative prosecution and then honored that promise. Flemmi · Division, reviewing Bulger and Flemmi's informant June 6, 2006 Tr. at 78. files in 1999, found seventeen instances between 1976 and 1988 where Bulger reported information Although Flemmi was not officially re-opened as that could be interpreted as a threat he made to the an informant in the l 970s, in 1974 or 1975 he met life of one or more individuals, and ten instances with Connolly and another agent, Dennis Condon, where Flemmi reported similar information, Ex. 50, who had been Rico's partner, and agreed to begin at 9 . providing information. Flemmi June 6, 2006 Tr. at 67, 78-80. Bulger was re-opened in 1975, and the 3. Specific Criminal Acts two began to meet with Connolly together. Flemmi • June 6, 2006 Tr. at 80-81, a, Bennett Murder and Fitzgerald Bombing b. Castucci Murder In 1967, Edward "Wimpy" Bennett, a sometime confederate of Flemmi, was murdered. See Ex, I 0, During the 1970s, Richard Castueci ("Castucci") at MCN0l6-0665 to -0679. Some time later, was a bookmaker who did business with Winter attorney John Fitzgerald was injured when a bomb Hill. Ex. 3, at 7. In 1970, he began eooperating with placed in his car exploded. See Ex. JO, at the FBI and was targeted for development in the Top MCNOI6-0639 to -0640. In 1969, Flemmi was Echelon informant program. Ex. 24, Memo from indicted, along with underworld figure Francis SAC, Boston to Director, FBI, Jan. 30, I 970.FN42 In Salemme, for the murder of Bennett and the the fall and winter of 1976, Castucci informed the attempted murder of Fitzgerald. Before the FBI that fugitives Joseph McDonald and James indictment was issued, however, Rico warned Sims, members of Winter Hill, were living in an Flemmi that he was about to be indicted, enabling apartment in Greenwich Village, Manhattan where Flemmi to go on the run for five years. Flemmi June their rent was being paid by Winter Hill. Ex. 24, 6, 2006 Tr. at 71-75, Flemmi was closed as an Memo from Daly to SAC Boston, Sept. 30, 1976; · informant in 1969 because he was named in the Memo from Daly to SAC, Boston, Nov. 8, 1976; indictment, see Ex. 88; Ex. *79 10, at Memo from Daly to SAC, Boston, Dec. 15, 1976; MCN016-0110, but he remained in contaet with Memo from Daly to SAC, Boston Dec, 30, 1976. Of • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 53 of 124

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particular significance is information provided by Castucci, despite the fact that he was an important Castucci to his handler, FBI Agent Thomas Daly, on *80 FBI informant and had provided information on December 2, JO, and 27, 1976. On each of those fugitives presumably sought by the FBI. dates, Castucci gave Daly rather precise information Nevertheless, in a teletype to FBI Headquarters, the concerning the comings and goings of McDonald Boston Office attributed Castucci's murder to his and Sims to and from their Greenwich Village having displeased local bookmakers from whom he hideout. See Ex. 24, Memo from Daly to SAC had won considerable amounts of money; the Boston, Dec. 15, 1976; Memo from Daly to SAC, Boston Office "assured" FBI Headquarters that Boston, Dec. 30, 1976. On each report Daly Castucci's death had nothing to do with his status as prepared concerning information given to him by an informant. Ex. 24, Teletype from Boston to Castucci about McDonald and Sims, Daly noted that Director, Jan. 4, 1977. What the Boston Office did the information was "extremely singular and not tell FBI Headquarters, however, was that FBI sensitive" and "should not be discussed or agent Joseph L. Kelly had received information from disseminated outside the FBI." Ex. 24, Memo from one of his informants, within two weeks after the Daly to SAC, Boston, Sept. 30, 1976; Memo from death ofCastucci, that Bulger and Flemmi had killed Daly to SAC, Boston, Nov. 8, 1976; Memo from Castucci. Ex. 76, Memo from SA Joseph Kelly to Daly to SAC, Boston, Dec. 15, 1976; Memo from SAC, Boston, Jan. 13, 1977. Nor was the assurance Daly to SAC, Boston, Dec. 30, 1976. to FBI Headquarters revi'sed when one of Daly's • FN42. Exhibit 24 is a compilation of seven informants reported to him in June of 1977 that "the documents regarding Castucci. When I cite Winter Hill crew" had killed Castucci.FN 44 Ex. 22, Exhibit 24, I will identify the specific Memo from Unidentified SA to SAC, Boston, June document to which I am referring. 17,1977.

In December 1976, Connolly somehow FN43. The record before me does not discovered that Castucci had provided information provide information sufficient for me to to the FBI concerning the whereabouts of McDonald conclude whether Connolly came by this 43 and Sims, FN and Connolly promptly disclosed information through appropriate or what he had learned to Bulger. Flemmi June 5, 2006 inappropriate means. Tr. at 91-92. Bulger, Flemmi, Winter, and Martorano then decided that Castµcci had to be FN44. It may have been true that money was killed. Flemmi June 5, 2006 Tr. at 92; Ex. 3, at 7. one of the factors contributing to Castucci's On December 30, 1976, Martorano killed Castucci murder, but as Connolly well knew, there by shooting him in the head, and Bulger and Flemmi was also a connection between Castucci's cleaned up and disposed of Castucci's body by murder and his status as an FBI informant. It leaving it in the trunk of his car. Flemmi June 5, does not appear from the record in this case 2006 Tr. at 92-94. It does not appear that the FBI that any FBI agent with supervisory launched its own investigation into the murder of authority over Connolly-or indeed any FBI • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 54 of 124

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agent generally-ever inquired of Connolly indictment, but that Connolly and Morris had asked whether he knew anything about the the prosecutor, federal Organized Crime Strike involvement of Bulger and Flemmi in the Force Chief Jeremiah O'Sullivan, to remove Bulger Castucci murder. Castucci's murder, in and Flemmi from the indictment because of their prototypical gangland style (a bullet to the value to the investigations into Cosa Nostra. head and body stuffed in the trunk of a car), O'Sullivan complied, and neither Bulger nor Flemmi aroused significant media attention, Flemmi was indicted, although both were listed as June 5, 2006 Tr. at 92-94, and while unindicted co-conspirators. See Flemmi June 6, Connolly discussed the murder with Bulger 2006 Tr. at 85-87; Ex. 12, at MCN016-0871 to and Flemmi, he never asked them whether -0872; Montanari June 22, 2006 at 43-44. Notably, they had committed it, Flemmi June 8, 2006 at the time Connolly made this request, neither Tr. at 21-22. He did not need to ask; and he Bulger nor Flemmi was officially open as an did not want to ask, because he knew that informant. Flemmi had been closed since 1969, and under the Guidelines and the MIOG, he Bulger was closed in 1978 because he "could would at least be required to report to FBI possibly become involved in legal difficulties in the Headquarters if Bulger and Flemmi affirmed near future." Ex. 13b, Teletype from Director, FBI their involvement in the murder. Indeed, he to SAC, Boston, Jan. 27, 1978; see also Ex. 87. A might have been required to arrest his prized later teletype states that Bulger was closed because • informants. "he became a principal subject of [a] Bureau RJCO investigation," which appears to be a reference to Castucci was the first of four FBI informants the "race fix" case. Ex. 12, at MCN016-0871 to killed by, or at the behest of, Bulger and Flemmi -0872. When he was closed, FBI Headquarters after the disclosure of his identity to them by observed that if *81 his legal difficulties did not Connolly. materialize and the situation changed, he would be re-opened because he had provided "consistently c. "Race Fix" Case excellent information." Ex. 13b. · The legal difficulties did not materialize precisely because In 1979, several leaders ofWinter Hill, including Connolly and Morris went to O'Sullivan and Sims, McDonald, Martorano and Winter were emphasized Bulger's contributions to the Cosa indicted by a grand jury of this court for racketeering Nostra investigation. Bulger was re-opened in 1979 in connection with a scheme to fix horse races at with no mention of any legal problems. Ex. 13c, various racetracks in the New England area, by Teletype from Boston to Director, May 4, 1979; see bribing jockeys to hold back certain horses. Bulger also Ex. 87. In fact, the teletype re-opening Bulger and Flemmi were involved in the scheme, and said only that he was "being reopened inasmuch as Connolly and Morris had reason to know of their [he] is now in a position to provide information of involvement. In fact, Connolly told Bulger and value." Ex. 13c. Flemmi was officially re-opened on Flemmi that they were going to be included in the September 12, 1980 as a Top Echelon informant. • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 55 of 124

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Ex.! la, Teletype from Boston to Director, Sept. 12, WJA by purchasing it from Wheeler. Flemmi June 1980; see also Ex. 88. 6, 2006 Tr. at 18; Ex. 3 at 9. He offered Bulger, d. Wheeler, Halloran, Donahue and Callahan Flemmi and Martorano a $10,000 per week "skim" Murders from the parking lot and concession proceeds at WJA if Winter Hill would act as "muscle" for WJA In 1981, Bulger and Flemmi were involved in against interference by outside groups like Cosa the murder of a Tulsa, Oklahoma businessman Nostra. Bulger and Flemmi agreed to the named Roger Wheeler. In the two years after that arrangement. Flemmi June 6, 2006 Tr. at 18; Ex. 3 murder, Bulger and Flemmi were involved in three at 9. \\'heeler, however, resisted selling WJA to additional murders to cover up their involvement in Callahan and his associates. As Flemmi testified, the Wheeler murder. Agents in the Boston Office \\'heeler was "a difficult person to deal with." and at FBI Headquarters suspected that Bulger and Flemmi June 6, 2006 Tr. at 19-20. Callahan, Bulger, Flemmi were involved in all of these murders and Flemmi and Martorano agreed that, because even investigated their possible involvement, Wheeler was "difficult" and could not be persuaded eventually concluding that there was evidence that to sell WJA, he had to be killed.FN45 And so he was. the murders were all committed by Winter Hill. Flemmi June 6, 2006 Tr. at 20-21; Ex. 3, at 9. Neither Bulger nor Flemmi was indicted for the Flemmi, with Bulger's help, "put a little package of murders until 1995. See Ex. 121, Memo from weapons together," packed them in a suitcase, and • Organized Crime Section Chief McWeeney to shipped them by bus to Martorano and McDonald in Associate Deputy Director Revell at 1, Nov. 8, Tulsa, Oklahoma. Flemmi June 6, 2006Tr. at21-22. 1982. Using *82 one of the weapons from the "little i. Wheeler Murder package," Martorano shot and killed \\'heeler on May 27, 1981 outside his Tulsa country club. Roger \\'heeler was the owner of World Jai Alai Flemmi June 6, 2006 Tr. 2 at 21-22; Ex. 3, at 9-10; ("WJA"), a business which operated in and Ex. 1, ~ 12(h). Connecticut. John Callahan was a respected CPA by day, but by night he hobnobbed with , FN45. Flemmi confirmed with Rico that particularly members of Winter Hill. Ex. 3, at 8. Rico concurred in the decision to kill Callahan had been president of WJA, until his \\'heeler. Ex. 3, at 9. relationship with his friends caused him to lose his license to operate a parimutuel betting Some time in the early evening ofMay27, 1981, business in Connecticut. Ex. 3, at 8-9. Thereafter he Connolly and Bulger had a telephone conversation was fired by the owners of WJA. Id. While he was in which they discussed the Wheeler murder. president of WJA, Callahan hired retired FBI agent Connolly helpfully suggested to Bulger that if Rico to head security at WJA. Id. Bulger were implicated in the murder, Connolly After Callahan was fired, he attempted ( with would say that he and Bulger had spoken by Rico and one Richard Donovan) to regain control of telephone the night of the Wheeler murder, and that • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 56 of 124

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Bulger was in Boston at the time of the murder. 26, 2006 Tr. at 33-34; Ex. 27, Memo from Flemmi June 6, 2006 Tr. at 30-31. Two years after McWeeney to Monroe at 5, Jan. 8, 1982. the murder, Connolly provided the promised alibi, reporting that he had called Bulger at home that FN47. Exhibit 27 contains two separate night and discussed possible theories of the murder. documents about the Wheeler murder Ex. 111, Memo from Connolly to SAC, Boston, investigation, an Informative Note dated Apr. 7, 1983. January 8, 1982, and a Memorandum from McWeeney to Revell of the same date. ii. Preliminary Investigation of Wheeler Murder iii. Halloran's Cooperation with Law The Wheeler murder was investigated by the Enforcement Tulsa and Oklahoma City police departments and by the Oklahoma City Office of the FBI ("Oklahoma On or around January I, I 982, Edward "Brian" City Office"). Montanari June 21, 2006 Tr. at 97-98. Halloran approached FBI special agent Leo The Oklahoma City Office had composite sketches Brunnick, a member of Boston's C-2 Squad, with of the suspected perpetrators drawn from accounts information about the Wheeler murder and activities given by eyewitnesses. The sketches show two white of Winter Hill in Boston. Halloran was a low-level males, bearded and wearing dark glasses. FN

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explained the problems with WJA and Wheeler and and that the murder involved problems the informed Halloran that they planned to kill Wheeler. conspirators had with Wheeler over Halloran also told Brunnick and Montanari that Rico WJA-his story is inconsistent with Flemmi's was involved in the plot to kill Wheeler: Rico was to testimony on several points. For example, provide information about Wheeler's habits and Flemmi did not confirm that he met with whereabouts. Halloran reported that Callahan had Halloran, Callahan, and Bulger before the offered him the job of killing Wheeler, but that he murder, and Flemmi did not testify that he or had declined. Halloran also said that approximately Bulger traveled to Oklahoma to participate one week after his meeting with Callahan, Bulger, in the murder. I need not resolve these and Flemmi, Callahan gave him $20,000 to keep inconsistencies here, particularly because quiet about the planned murder. Halloran spent the Flemmi has admitted that he at least money on furniture and a new ear. Ex. 27, conspired to murder Wheeler. Wheeler's Informative Note at 2; Ex. 27, Memo from murder js "Racketeering Act I 3" in the McWeeney to Monroe at 2; see also Montanari June indictment to which Flemmi pleaded guilty. 26, 2006 Tr. at 18-19. See Ex. I, ,i,i 33-35 .

Halloran claimed that after Wheeler was killed, Halloran also reported that Rico had a "pipeline he met with Callahan, who told him that Martorano, into FBI offices." Ex. 84, Memo from Brunnick to • wearing a golf cap, sunglasses, and a fake beard, SAC, Boston at l, Jan. 7, 1982. Halloran told killed Wheeler; that Flemmi drove the getaway car; Brunnick that he knew that Bulger and Flemmi met and that Bulger drove a "backup" car. Ex. 27, with Connolly on a weekly basis; he knew that they Informative Note at 2; Ex. 27, Memo from had a "pipeline into the Boston Office," but he McWeeney to Monroe at 2. Halloran opined that stated that it was not "necessarily" Connolly. Ex. 84, Bulger, Flemmi, and Martorano rented cars in at I. Neither Montanari nor Fitzpatrick took steps to Boston, drove to Tulsa, stole Oklahoma plates, and investigate this allegation or to inform Ring; neither disposed of everything after the murder.FN 48 Ex. 27, considered it a specific allegation of wrongdoing. Memo from McWeeney to Monroe at 4. Halloran Fitzpatrick June 15, 2006 Tr. at 36-40; Montanari also reported that although he had not seen June 26, 2006 Tr. at 47-51; see also Ring June 28, Martorano since the murder, he had heard that 2006 Tr. at 84-86. This is particularly troubling in Martorano might be using Callahan's Fort light of the fact that both Montanari and Fitzpatrick Lauderdale condominium as a safehouse. Ex. 27, were aware of "rumor and innuendo" about other Memo from McWecney to Monroe at 4. leaks from the Boston Office to Bulger and Flemmi, and they knew that Connolly's name was sometimes FN48. Although Halloran gave Brunnick mentioned in connection with the leaks. ~ and Montanari critical details concerning the Montanari June 26, 2006 Tr. at 51-52; Fitzpatrick Wheeler murder-including the fact that June I 4, 2006 Tr. at 87-88. Bulger, Flemmi, and Callahan were involved • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 58 of 124

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FN49. In particular, Montanari and other problems. Id at MCN016-0852. agents in the Boston Office knew about allegations from the Massachusetts State *84 Halloran believed that if Bulger, Flemmi, or Police that Connolly leaked information to Callahan learned he was talking to the FBI, they Bulger and Flemmi. In the late 1970s, would kill him, and they also might kill his wife and Bulger and Flemmi learned from a source in family. Ex. 27, Memo from Mcweeney to :vionroe the Massachusetts State Police about a wire at 5. Accordingly, the FBI provided Halloran and his at the Lancaster Street Garage, a Winter Hill family with a residence on Cape Cod and gave gathering place. Connolly confirmed to Halloran. instructions to stay away from Boston, Bulger that a wire was in place at the garage, except when instructed to come into the city by the and reported that the funding for the wire FBI. :viontanari June 21, 2006 Tr. at 91-92. came from Strike Force Chief O'Sullivan's office. Flemmi June 7, 2007 Tr. at 67; All of the information provided by Halloran was Flemmi June 8, 2006 Tr. at 19-20. The State passed on to FBI Headquarters. See, e.g., Ex. 27, Police investigation did not uncover Memo from McWeeneyto :viomoe; Montanari June information sufficient to lead to prosecution. 21, 2006 Tr. at 97-99 . At the time, the State Police believed that Bulger and Flemmi were FBI informants, In April of 1982 one of Daly's informants • and some officers believed that Connolly advised Daly that members of Winter Hill thought had tipped them off to the investigation. See Halloran V\'l!S cooperating with the FBI, that Ex. 12, at MCN016-0855. SAC Sarhatt Halloran therefore was at risk, and that if Halloran looked into these allegations and personally was cooperating, "he should be reeled in before he interviewed Bulger. He asked Bulger to meets an untimely demise." Ex. 29,209 Jnsert from divulge the identity of his State Police Daly regarding Apr. 28, 1982 meeting. Daly source, and Bulger refused. Ex. 109, Memo prepared a form 209 containing this information. He from Sarhatt to SAC, Boston (Bulger File) at also passed it on orally to Brunnick and Morris, MCN016-0853, Nov. 26, 1980. Sarhatt also Connolly's supervisor, on April 28, 1982. Id. asked whether Bulger had received any information about the Lancaster Street iv. Halloran's Cooperation Temporarily Walled investigation from a member of the FBI, and Off from Much of the Boston Office Bulger responded negatively. Id Sarhatt eventually came to the conclusion that there Information about Halloran's cooperation was had been no wrongdoing by agents of the initially disseminated within the FBI on a FBI, but in the course ofhis investigation, he "need-to-know" basis, restricted to Sarhatt; learned that Bulger had warm feelings Fitzpatrick; Edward Ludeman, another ASAC in the toward Connolly because both had grown up Boston Office; Bruce Ellavsky, supervisor of the in South Boston and had similar childhood C-2 Squad; Brunnick; and Montanari. See Ex. 26, • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 59 of 124

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Teletype from Boston to Director, Jan. 6, 1982; the Wheeler matter for his office.'-,;,o Ex. 27, Memo Fitzpatrick June 14, 2006 Tr. at I 06-108; Montanari from Mcweeney to Monroe at 6. June 21, 2006 Tr. at 88. Halloran's informant file was maintained under lock and key in Fitzpatrick's FN50. O'Sullivan's reaction suggests that he office. Fitzpatrick June 13, 2006 Tr. at 21-22; thought that the information gathered to that Montanari June 21, 2006 Tr. at 88-89. Despite the point about the Wheeler murder was early attempts to keep know ledge of Halloran's sufficient to justify a vigorous investigation cooperation closely held, however, by January 28, which might lead to a RICO prosecution of l 982, Morris knew that Halloran was cooperating. Bulger and Flemmi. The Oklahoma City Indeed, Morris participated in the surveillance of at Office had produced eyewitness accounts of least one meeting between Halloran and Callahan. the murder, which resulted in composite Ex. 28, Memo from Fitzpatrick to Sarhatt, Jan. 28, sketches resembling Martorano and Flemmi, 1982. a disguise frequently used by the members v. Investigation of Halloran's Allegations of Winter Hill. Halloran, in trouble with the law and with Winter Hill, independently had Immediately after Halloran began speaking to come forward with a story (part of which he the FBI, Brunnick and Montanari began an claimed to be based on first-hand investigation to substantiate his allegations. See Ex. knowledge) that implicated Callahan, • 27, Informative Note at 2. Bulger and Flemmi were Bulger, Flemmi, and Martorano in the a focus of the investigation, and Fitzpatrick murder. No prosecution of any Winter Hill confirmed Montanari's suspicion that the two were member for the Wheeler murder was FBI informants. Montanari June 21, 2006 Tr. at 86. undertaken, however, until 1995. *85 Several days after Halloran first made allegations against Bulger and Flemmi, his story was The initial goal of the investigation by Brunnick recounted to Strike Force Chief O'Sullivan. One of and Montanari was to have Halloran wear a body the eyewitnesses to the murder had reported that he wire while talking to Callahan and thus to or she thought that one of the ki Ile rs was wearing a corroborate Halloran's story. Brunnick and false beard. O'Sullivan reported that it was common Montanari believed that, armed with recorded for members of Winter Hill to use false beards or conversations between Callahan and Halloran, they wigs when making a "hit or score," and, after could confront Callahan to obtain more information looking at the composite sketches, he opined that about the Wheeler murder and Bulger and Flemmi's one of the sketches resembled Martorano and the involvement. The ultimate goal was to "us[e] second resembled Flemmi. Ex. 27, Informative Callahan to go after Bulger and Flemmi on the Note, at 2; Ex. 27, Memo from Mcweeney to Wheeler murder charge." Montanari June 21, 2006 Monroe at 5-6. O'Sullivan also advised that he was Tr. at 87. Halloran did wear a wire against Callahan "extremely interested" in prosecuting Winter Hill, on several occasions. Montanari June 21, 2005 Tr. and that he would personally pursue prosecution of at 90; Montanari June 26, 2006 at 68-69; see also • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 60 of 124

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Ex. 27, Memo from McWeeney to Monroe at 5; Ex. Callahan. *86 Flemmi June 6, 2006 Tr. at 34-35. 85, Teletype from Boston to Director Jan. 8, 1982. Bulger and Flemmi warned Callahan to stay away Apparently, however, no useful infonnation was from Halloran. Flemmi June 6, 2006 Tr. at 35-36. gathered. On May 11, 1982, in broad daylight, Halloran and an associate, Michael Donahue, were shot and Brunnick and Montanari tried in other ways to killed as they were leaving a restaurant in Boston. corroborate Halloran's story. They pursued some Bulger was the shooter and Weeks acted as a details, but not others. For example, most of lookout When Halloran left the restaurant, Weeks Halloran's admissions regarding his ov.'11 criminal called Bulger and signaled him: "The balloon is in background were substantiated in the files of the the air." Bulger then drove up in a 1975, souped-up Boston Division. Ex. 27, Memo from Mc Weeney to Chevrolet Malibu, code-named "the tow truck," and Monroe at 5. But inexplicably, the Boston Office shot Halloran several times. Weeks June 8, 2006 Tr. never followed up on Halloran's claim that at I I 6-117. He then shot and killed Donahue. See Martorano, the reported shooter in the Wheeler Fitzpatrick June 19, 1006 Tr. at 78-79; Ex. I, ~ 5 murder and a federal fugitive, was hiding out at 3g_rn , Halloran was killed because he had provided Callahan's condominium in Florida. More than a infonnation to the FBI implicating Bulger, Flemmi year later, after three people had been killed in order and Martorano in the Wheeler murder. Weeks June to cover up details of the Wheeler murder, the 8, 2006 Tr. at 115-116; Ex. 3, at 11; Ex. I, at~ • Office interviewed Callahan's mother-in-law l 4(a)(2); Ex. 4, at§ I 0(a). It appears that Donahue and discovered that a man fitting Martorano's was killed because he was with Halloran; classically description stayed in Callahan's condominium when "in the wrong place at the wTong time." Callahan was away. Montanari June 26, 2006 Tr. at 31-32. FNSl. After the murder, Bulger drove "the tow truck" to a garage on K Street in South To give themselves some comfort as to Boston. Weeks June 8, 2006 Tr. at 119. Halloran's credibility, Brunnick and Montanari Weeks was assigned thejobofretrieving the asked Halloran to take a polygraph. He refused. In car and having its balky speedometer part because of this refusal, Montanari and Brunnick repaired. Before he could do so, however, told Halloran they would no longer work with him. Connolly, Morris and other FBI agents Montanari June 26, 2006 Tr. at 66. gathered at Bulger's condominium in Louisburg Square in Boston one night. Id. at vi. Halloran Murder 119-120. Morris drank too much and revealed to Bulger that the FBI had the Sometime before May 11, 1982, Connolly told registration number of the car, and that the Bulger and later confirmed to Flemmi that FBI knew that the car had been souped up. Montanari was investigating the Wheeler murder, Id at 120. Bulger instructed Weeks to forego and that Halloran was going to wear a wire against the speedometer repair, telling him what • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 61 of 124

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Morris had said and adding: "Thank God for 121, at I. Beck's Beer" (apparently Morris's drink of choice that night). Id. The car was never FN52. Inexplicably, a photo array shown to found. Montanari June 26, 2006 Tr. at two other eyewitnesses did not include a 71-72. photograph of Bulger. Ex. 813, Reports Prepared by SA McEligot, July 21, 1982; Montanari and Brunnick, of course, suspected Montanari June 26, 2006 Tr. at 77-84. that Bulger and Flemmi either directly murdered Halloran or authorized someone else to do it. vii. Meeting at FBI Headquarters Montanari June 26, 2006 Tr. at 72; see also Fitzpatrick June 15, 2006 Tr. at 56. They had good *87 On May 25, 1982, agents from Boston,FN53 54 55 reasons for their suspicions: they knew of Halloran's Miami ,_FN and Oklahoma. Citv,,_ FN as well as accusations concerning the involvement of Bulger officials from FBI Headquarters FNS6 met in and Flemmi in the Wheeler murder; they knew that, Washington to discuss the Wheeler and Halloran at the time Halloran initially approached them, he murders. Ex. 30, Memo from Fitzpatrick to Sarhatt expressed concern about attempts on his life by at I, May 27, I 982. The conferees discussed, among members of Winter llill; they knew that one of other things, the fact that FBI informants Bulger and Daly's informants had warned Daly that there were Flemmi were suspects in the cases. Although it • rumors abroad among members of Winter Hill that appears that at least one agent, Fitzpatrick, Halloran was cooperating with the FBI and was at recommended that the informants be closed because risk for "an untimely demise"; and they also knew of the murder investigation, others successfully that an eyewitness to the Halloran murder, when maintained that Bulger and Flemrni should remain shown a photo array that included a photograph of open because the allegations against them Bulger, had said that the "profile of the Bulger concerning the murders were unsubstantiated, and photograph was similar to that of the driver of the they were extremely valuable assets in the car, [although] the driver was not as old as the man investigation of Cosa Nostra. See Ex. 30, at 1; 52 in the Bulger photograph." FN Ex. 812, Report Fitzpatrick June 15, 2006 Tr. at 55-61; Montanari Prepared by Montanari and Brunnick, May 21, 1982; June 26, 2006 Tr. at 94-95. Montanari June 26, 2006 Tr. at 75-76. Montanari FN53. Fitzpatrick and Montanari. and Brunnick confided their suspicions to Fitzpatrick. Fitzpatrick June 15, 2006 Tr. at 56. FN54. Supervisors Ronald Reese and Even at FBI Headquarters in Washington, Organized Anthony Amoroso and Agent Joe Rush. Crime Section Chief Sean McWeeney noted in a memorandum to Associate Deputy Director of the FN55. Agent Robert McEleney and SAC Ed FBI Oliver "Buck" Revell that "[t]here is some Enright. indication that the double murder [of Halloran and Donahue] was engineered by [Winter Hill]." Ex. FN56. Mcweeney, Jeff Jamar and Randy • © 2012 Thomson Reuters. No Claim to Orig. liS Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 62 of 124

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Prillaman. McDonald, killed Callahan at the Fort Lauderdale International Airport. Flemmi June 6, 2006 Tr. at On May 27, 1982, a follow-up meeting was held 40-41; Ex. 3, at l 1-12. Martorano met Callahan at in Boston among Fitzpatrick, Morris, Brunnick, the airport, and after Callahan entered Martorano's Montanari, Connolly, and Mike Hanigan, supervisor vehicle, Martorano shot him several times in the of the C-2 Squad. The purpose of this meeting was back of the head. Flemmi June 6, 2006 Tr. at 40-41; to inform Connolly that Bulger and Flemmi were the Ex. 3, at 11. McDonald, in a separate vehicle at the focus of the investigation into the Wheeler and airport, followed Martorano to a storage facility Halloran murders and to seek his help in getting where the two of them transferred Callahan's body information from his other informants that would to the trunk of Callahan's !eased Cadillac. Flemmi assist in the investigation. Connolly defended his June 6, 2006 Tr. at 41; Ex: 3, at 11-12; Ex. 121, at 2. informants, arguing that they were not involved in The body was later discovered after a parking the murders. See Ex. 30, at 2; Montanari June 21, attendant noticed hlood dripping from the trunk of 2006 Tr. at I 02-103. It was agreed among the agents the Cadillac. Ex. 3, at 12. at the meeting that the agents investigating the *88 The initial decision to kill Callahan was murders would not directly interview Bulger or made by Bulger and Flemmi after Connolly told Flemmi, but they instead would have Connolly act Bulger in July 1982 that the FBI was looking for as intermediary with those informants. Ex. 30, at 2; Callahan to question him in connection with the • Fitzpatrick June 15, 2006 Tr. at 61-63. Wheeler murder.:'.:::: Flemmi June 6, 2006 Tr. at 37-38; see also Ex. 3, at 11. Connolly told Bulger viii. Continued Investigation of Wheeler, that Callahan was a weak link who would not be Halloran and Donahue Murders able to withstand the pressure of an FBI interrogation. Flemmi June 6, 2006 Tr. at 38; Ex. 3, Brunnick and Montanari continued their at 11. Martorano had a longstanding friendship with investigation by, among other things, interviewing Callahan and was reluctant to kill him. Bulger and witnesses, attempting to trace the vehicle driven by Flemmi persuaded him to do the job by pointing out the shooter in the Halloran and Donahue murders, that if Callahan were unable to resist law and continuing· to try to develop a case against enforcement pressure, Martorano, as Wheeler's Callahan. They amassed some forty volumes of files assassin, would face life in prison. Flemmi June 6, during the investigation. Montanari June 21, 2006 2006 Tr. at 39-40; see also Ex. 3, at 11. Tr. at 96; Montanari June 26, 2006 Tr. at 64. They· did not interview Callahan, however, believing that FN57. Because of the publicity surrounding they did not have enough evidence to confront him. the recent murder of Halloran in Boston, Montanari June 21, 2006 Tr. at 117-118. Bulger, Flemmi and Martorano decided to ix. Callahan Murder kill Callahan in Florida. See Ex. 3, at 11.

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Boston Office, Bulger and Flemmi, who were still requests and provided the sketches. See Ex. IO, at FBI informants, were suspects. Montanari June 21. MCN016-0500 to -0502, MCN016-0497 to -0499. 2006 Tr. at 123. After all, with Callahan's murder, And Connolly sought to have Flemmi officially the death toll of those involved with or having re-opened in April 1983 and May 1984, even as the knowledge about the role of Bulger and Flemmi in Wheeler/Halloran/Donahue/ Callahan murder Wheeler's murder had climbed to three. Moreover, investigation was proceeding. Ex. 11 e; Ex. 11 f. Callahan had been in Florida to meet with Flemmi was officially reopened on July 10, I 9&6. Martorano, the very person Halloran had identified FN59. Although the official communications as Wheeler's killer. FNss Ex. 121, at 2. At FBI between the Boston Office and FBI Headquarters in November 1982, Mcweeney Headquarters regarding Flemmi's closing reported to Revell that the murders of Wheeler, and subsequent re-opening state that he was Halloran, and Callahan "are believed to be related, closed solely because of his possible and there is evidence that they were committed by implication in criminal activity discovered in an organized crime group in Boston, Massachusetts, the course of the Bostar investigation the Winter Hill gang. " Ex. 12 I, at 1 (emphasis (involving electronie surveillance at added). Angiulo's headquarters at 98 Prince Street), Ex. l ld, Teletype from Boston to Director, FN58. One might well wonder if the murder Sept. 23, 1982; Ex. Ilg, Teletype from • of Callahan might have been prevented if the Boston to Director, July IO, 1986, the FBI had followed up on Halloran's report internal communications in the Boston that Martorano was staying at Callahan's Office refer to the condominium in Florida. Wheeler/Halloran/Donahue/Callahan murder investigation as the reason for his closing, x. Flemmi Closed as an Informant Ex. I le, Memo from Connolly to SAC Boston (Attn: Ring), Apr. 26, 1983; Ex. 11 f, On September 23, 1982, Flemmi was closed as Memo from Connolly to Ring, May 3, 1984. an informant.1'.:':: Throughout the time he was If the internal memoranda are to be trusted, officially "closed," Flemmi continued to provide one wonders why Bulger also was not information, which was recorded in his informant closed, because his name had come up at file. In fact, there are 136 pages in the substantive least as often as Flemmi's in connection with portion of his infonnant file recording information the murders. On the other hand, the he provided between his "closing" in 1982 and "official" explanation ofFlemmi's closing is "re-opening" in 1986. Ex. 10, atMCN0l6-0368 to curious. Connolly had warned Bulger and -0504. During this time, Flemmi was approached by Flemmi about several wiretaps, including the the FBI and asked for diagrams of the Bella *89 98 Prince Street wiretap. See Flemmi June 6, · Napoli restaurant and Francesco's restaurant; as I 2006 Tr. at 93, 108-109; Flemmi June 7, have already discussed, Flemmi complied with these 2006 Tr. at 6. Presumably, Bulger and • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 64 of 124

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Flemmi used this information to avoid leaked by the Miami Office to Rico and personnel at making incriminating statements in those WJA. The Florida state and local representatives locations. Further, in 1985, Morris and also were aware that, at the behest of the Miami Connolly told Bulger and Flemmi they did Office, Rico had undertaken an undercover not need to worry about anything said about assignment in the investigation of corruption them on the 98 Prince Street tapes. Flemmi charges against then United States District Judge June 6, 2006 Tr. at 92-93. Alcee Hastings, and that Rico was likely to be a witness in an upcoming trial of Judge Hastings. In xi. Concerns about the FBI Miami and Boston short, the Florida state representatives believed that Offices Raised by State and Local Law the Miami Office had hindered their investigation Enforcement into the Callahan murder because of their close association with Rico. See Ex. 121, at 3-6; The Boston Office worked on the Fitzpatrick June 15, 2006 Tr. at 38-39. Wheeler/Halloran/Donahue/Callahan murder investigation with the Oklahoma City and Miami Second, the Florida state and local Offices, as well as with state and local authorities in representatives. expressed their concern that the Oklahoma, Massachusetts, and Florida. In J 982, FBI Wheeler/Halloran/Donahue/Callahan murder Headquarters learned that state and local authorities investiga_tion had been hindered by a too-close • in Florida were hesitant to work with the Miami and association between personnel in the Boston Office Boston offices because of concern that agents in and members of Winter HilI. Ex. 121, at 3-6. those offices were close to members of Winter Hill. Specifically, they were concerned that there were Ex. 121, at 1-3. On November 3 and 4, 1982, certain agents in the Boston Office who were representatives from state and local law enforcement "closely associated with members of the Winter Hill agencies and the FBI met in Tulsa, Oklahoma to gang, since the Winter Hill gang is primarily discuss the investigation and the concerns of Florida suspects [sic] in all three murders." Ex. 121, at 5. state and local law enforcement agencies. The state The Florida state and local representatives believed and local representatives from Florida present at the that the relationship between the agents in the meeting advised that they were concerned about Boston Office and Winter Hill "could have possibly several things. hindered the investigation [into the Wheeler, First, they were troubled by what they perceived Halloran, Donahue and Callahan murders]." Ex. to be a too close association between personnel in 121, at 5. For that reason, the Florida state and local the Miami Office and Rico. Specifically, the Florida representatives were reluctant to provide representatives said that employees at WJA were information from their own investigation to the involved in large-scale skimming, and that it was Boston Office. Ex. 12 l, at 5. The details underlying impossible for Rico not to have known about it. the concerns of the Florida state and local They worried that information concerning their own representatives about the Miami Office and the investigation of the Callahan murder had been Boston Office were not provided to the FBI • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 65 of 124

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personnel present, but McWeeney advised Revell as from Boston as Miami, Florida were follows: concerned about the relationship between Bulger and Flemmi and their handler, when Inferences could be drawn from conversations the FBI itself was, at best, nonchalant about indicating that these state and local officials were of Connolly's interaction with Bulger and the opinion that the FBI had confidential informants Flemmi while they were suspects in a *90 within the Winter Hill organization and because murder· investigation. The record of the ofthis their efforts against this group were curtailed. November meeting indicates that a serious In fact, FBI Boston has previously utilized two investigation involving law enforcement suspects in this matter as organized crime sources in agencies in three states was being the Boston division. compromised by Connolly's relationship with Bulger and Flemmi, and by the FBI's Ex. 121, al 5-6. In fact, the FBI was, at that time, failure seriously to take hold of the problem. using Bulger and Flemmi as sources; Bulger was open as an infonnant, and although Flemmi was xii. Oklahoma City Request for Information officially closed, he was continuing to provide from Boston information, which was reported in his informant file. And three months later, on February 23, 1983, On April 4, 1983, the Oklahoma City Office • in the midst of the murder investigations, Bulger requested information about Bulger and Flemmi was designated a Top Echelon informant. The from the Boston Office; it appears that the Boston teletype from the Boston Office to FBI Headquarters Office had failed to provide previously requested explaining this change described him as the "titular information. Ex. 131, Teletype from Oklahoma City head of the Winter Hill Mob." Ex. 13h; Ex. 87. to Director, Boston, and Miami, Apr. 4, 1983. The Oklahoma City Office requested that Bulger and Despite the concerns of state and local law Flemmi be questioned about the Wheeler and enforcement regarding potential leaks in connection Callahan murders and related allegations. Id. The with the Wheeler/Halloran/Donahue/Callahan Boston Office refused the request, upon instructions murder investigation, and despite Halloran's report from FBI Headquarters that no one other than that Bulger and Flemmi had a "pipeline" into the Connolly should interview Bulger and Flemmi. Ex. Boston Office, neither Connolly's supervisors nor 31, Memo from Fitzpatrick to SAC (Attn: Hanigan the Organized Crime Section Chief was concerned and Ring), Apr. 8, 1983; Fitzpatrick June 15, 2006 that Connolly was the source of any leaks to Bulger Tr. at 71-72. and Flemmi.FN60 See Fitzpatrick June 15, 2006 Tr. at The Oklahoma City Office also requested that 64; Ex. 121. the Boston Office review Bulger and Flemmi's informant files to determine whether they had been FN60. It is curious that local and state law contacted on or about May 27, l 981 (the date of the enforcement officers in a location as remote Wheeler murder) or August 1, I 982 (the date of the • © 2012 Thomson Reuters. No Claim to Orig. US Gov. \Vorks. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 66 of 124

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Callahan murder). Ex. 131. _In response to this interviews, and because the Tulsa law enforcement request, Connolly prepared a memo to "SAC, officers, unlike the Oklahoma City Office, did not Boston" in which he provided alibis for Bulger: he know that Bulger and Flemmi were informants, reported that on the day of the Wheeler murder, he Montanari felt that he had to conduct the interviews saw a report of the murder during a 7:00 p.m. in order to maintain Bulger and Flemrni's "cover," national news program, and that he called Bulger at and because it would seem unusual if the FBI did his home in Boston to set up a contact and discussed not honor the Tulsa request. Montanari June 21, the Wheeler murder with Bulger, who had also 2006 Tr. at 105-107. watched the news program. Connolly reported that The interview was conducted by Montanari and Bulger believed Wheeler was killed by people another agent, Brendan Cleary. It was arranged by attempting to kidnap him for ransom!N61 Ex. 111. Connolly; Montanari believed that Bulger and This was Connolly's first report of the contact, Flernmi, "as informants of an agent" would refuse to which allegedly occurred on the date of a murder for meet with him absent Connolly's intervention. rn63 As which *91 Bulger had been under investigation for Montanari testified: "There was no way that nearly two years. nm Connolly also WTote that Brendan Cleary and I could go knocking on the Bulger was registered with a female companion at a doors of Bulger and Flemmi knowing their status motel in Provincetown, Massachusetts on the day of with the Bureau as informants of an agent. They the Callahan murder. Ex. 111. The day after would never talk to me. It's unheard of." Montanari • Connolly submitted the memo, Fitzpatrick reported June 21, 2006 Tr. at 106-107. The interview was to Greenleaf that the review requested by the conducted in the back room of a club in South Oklahoma City Office had been conducted and was Boston owned by Bulger. See Flemmi June 7, 2006 negative. Ex. 31. Tr. at 17-18; Montanari June 21, 2006 Tr. at 105; Ex. 815, Reports Prepared by Montanari and Cleary, 64 FN6 I. This is the same conversation Nov. 9, 1983. FN Bulger and Flemmi were discussed in Section II(D)(3)(d)(l), supra. interviewed together because they would agree to be interviewed only under that condition. Montanari FN62. According to the MIOG, the contact June 21, 2006 Tr. at 105-107. As Montanari should have been recorded in Bulger's file at testified, "if I wanted to speak to them, I was going or near the time it occurred. Ex. 6, § to have to abide by their ground rule[s]." Montanari 137-5(7) (1981). June 21, 2006 Tr. at 106. It is clear that interviewing multiple suspects together is not typically the correct xiii. Interview of Bulger and Flemmi proeedure, because it increases the possibility that the suspects v,i!l lie with and for one another. rnos See On November 2, 1983, Bulger and Flemmi Fitzpatrick June 15, 2006 Tr. at 75; Montanari June finally were interviewed in connection with the 26, 2006 Tr at 115. ln this case, however, Montanari Wheeler, Halloran, Donahue and Callahan murders. and Cleary were not worried about the propriety of The Tulsa Police Department had requested the interviewing the suspects together because they did • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 67 of 124

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not actually expect to get any useful information, relationship with the FBI. and were merely going through the motions of an interview. See Montanari June 21, 2006 Tr. at Montanari began the interview by informing 106-107. Montanari testified that he did not expect Bulger and Flemmi that before his death, Halloran much from the interview because he did not have had cooperated with the FBI. Montanari then sufficient leverage against Bulger and Flemmi; he outlined the allegations Halloran had made against would have preferred to have corroboration of their them. Ex. 815, Report re: Flemmi Interview, at .l; involvement in *92 the murders before interviewing Ex. 815, Report re: Bulger Interview, at l. them.FN 66 Montanari June 21, 2006 Tr. at I 06-l 07. Montanari thus eliminated any potential leverage he might have had by letting Bulger and Flemmi know FN63. Flemmi was not open as an informant both what the FBI knew, and that the FBI's sole at this time, but he was referred to, and source of information was dead. treated as, an informant. From the beginning of the interview, Bulger FN64. Exhibit 815 consists of two reports took control: he dictated the "ground rules" for the prepared by Montanari and Cleary regarding meeting-it took place at one of his clubs-and he told the interview of Bulger and Flemmi; one the agents that, although he and Flemmi would not refers to Bulger, the other refers to Flem mi. usually agree to meet with law enforcement agents • about any crime, they had agreed to this meeting FN65. The notion that Montanari would because Wheeler appeared to have been a " accord to two murder suspects the privilege 'legitimate' guy," and they wanted to refute the of interviewing them only upon terms they allegations against them. Ex. 815, Report re: Bulger set is astounding. It is perhaps such Interview, at l . deference that inspired Flemmi to testify at trial that FBI agents in the Boston Office The two suspects denied that they had been involved treated him and Bulger like colleagues, "like in the Wheeler, Halloran, and Callahan murders, and we were FBI agents." Flemmi June 6, 2006 professed not to know who had committed the Tr. at 93-94. crimes. Bulger stated that he knew he had been in Boston on the day the Wheeler murder first appeared FN66. However, it seems clear that the FBI on television, because he had seen the report at had some leverage against Bulger and home. His statement thus jibed with the report Flemmi. The files of the Boston Office were Connolly made to SAC, Boston on April 7, 1985. replete with references to other criminal See Ex. 11 l. Both Bulger and Flemmi denied behavior by the pair. Conceivably, attending a meeting with Callahan and Halloran and Montanari and Cleary could have threatened denied having a business relationship with Callahan. arrest for those other crimes, or could have Both refused to take polygraph examinations and threatened to terminate Bulger and Flemmi's stated that they would allow themselves to be • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 68 of 124

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photographed only if ordered by a court to do so. amount of their time working on the murder investigations for three and a half years. Montanari Bulger also clearly perceived himself to be in June 21, 2006 Tr. at 96. However, no one was 57 control of large portions of Boston: he told the indicted for any of the murders until 1995, FN and agents that it was not his or Flemmi's "style" "to be the investigation simply wound down in I 985 with involved in any criminal activities that they [could no real conclusion. Montanari June 21, 2006 Tr. at not] control completely and that they generally [felt] 108, that they could not exercise sufficient control over FN67. Flemmi eventually pleaded guilty to things outside their own geographical area." Ex. racketeering acts that included the Wheeler 815, Report re: Bulger Interview, at 2. Just as and Callahan murders, and Weeks pleaded Montanari had expected before going to the guilty to racketeering acts that included interview, no information pertinent to the aiding and abetting the Halloran and investigation was obtained from this meeting with Donahue murders. Bulger and Flemmi. In faet, Flemmi testified that at the meeting, he and Bulger "just provided them The United States argued in its closing that information that we wanted to provide them. It Bulger and Flemmi were not indicted prior to I 995 wasn't truthful." Flemmi June 7, 2006 Tr. at 70. because they were "very, very smart, and very, very cognizant of everything that was going on around • xiv. Bulger and l<'lemmi Photographed them," and the FBI could not arrest them unless it had evidence that could "stick." United States At some point in 1983, the Oklahoma City Closing June 29, 2006 Tr. at 121. The truth is, Office asked Montanari and Brunnick for recent however, that the FBI was not pounding the photographs of Bulger and Flemmi. Although the pavement looking for evidence that could "stick." two refused to be photographed voluntarily, 'they Instead, the FBI stuck its head in the sand when it complied with a federal grand jury subpoena and came to the criminal activities of Bulger and were photographed in December 1983. See Ex. 11 f. Flemmi. The agents of the Boston Office knew they Connolly instructed Bulger and Flemmi to wear had an obligation to report informants' criminal suits for the photographs, rather than their usual activity, so they carefully avoided knowledge of street clothes, so they would look more like criminal acts by their informants. Connolly, for businessmen and less like criminals. See Flemmi example, reported to Greenleaf that, because Bulger June 7, 2006 Tr. at 19-20. The resulting photographs and Flemmi were aware of Connolly's obligation to were sent to Oklahoma to be shown to witnesses to report any of their criminal activity to FBI the Wheeler murder. Ex. 11 f. Apparently, *93 none Headquarters, "they do not discuss any criminal of the eyewitnesses identified Bulger or Flemmi. activity which they may be engaged in in front of xv. Conclusion of the Investigation writer." Ex. 131.

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Bulger and Flemmi's involvement in the murders of criminal activity, see, e.g., Ex. 16, at 6; Ex. 25,209 Wheeler, Halloran, Donahue, and Callahan, Insert regarding Mar. 27, 1981 Meeting. resulting in forty volumes of files, the investigation Nevertheless, Greenleaf testified that Ring informed is more notable for what was not done than for what him that the FBI had no intelligence suggesting that was done: there was no interview of Callahan Bulger and Flemmi *94 were involved in drugs, subsequent to Halloran's statements implicating him Greenleaf June 22, 2006 Tr. at 58-59, and Connolly in the Wheeler murder~; there was no follow-up strongly defended his informant in response to an of Halloran's claim that Martorano, then a fugitive, allegation from an unidentified source that Flemmi was hiding out in Callahan's Fort Lauderdale was involved in drug crimes in 1981: condominium; there was no meaningful attempt to It has been contended that [Flemmi] has been have all the eyewitnesses to the Halloran/Donahue involved in drug operations. A check with DEA and murder attempt to identify photographs of Bulger; knowledgeable sources indicates that [Flemmi] has there seems to have been no communication never, at any time, been linked with drug operations. initiated with other law enforcement officers It is writer's strenuous belief, having personal concerning Rico's involvement in the Wheeler knowledge of [Flemmi], that this particular criminal murder; and there was no serious interrogation of endeavor is reprehensible to [him]. Writer believes the prime suspects, Bulger and Flemmi. Further, we that it is a ludicrous assertion to state that this now know that Connolly kept Bulger and Flemmi particular individual is involved in drugs. However, • informed about the progress of the murder the 'litmus test' is prove it!! Writer has no objection investigation. F!emmi June 7, 2006 Tr. at 71-72. for any agency at any time to conduct a drug investigation of [Flemmi]. FN68. Although Connolly was asked by the Oklahoma City Office to interview Callahan Ex. 110, at 3. shortly after the Wheeler murder, before Halloran came forward, there is no evidence In fact, Bulger and Fiemmi were involved in the of the results of that interview in the record drug trade from approximately 1981 to 1990. See in this case. Flemmi June 6, 2006 Tr. at 62-63. Bulger required all of the drug traffickers in South Boston to pay e. Drug Trafficking tribute to Winter Hill, and he and F!emmi often obtained a share of the profits from drug shipments Over the years that they were informants, Bulger brought into South Boston. See Ex. 3, at 22-23. In and Flemrni repeatedly told their FBI handlers that approximately April 1983, Bulger learned that a they were not involved in drug trafficking, see, e.g., fellow denizen of the Boston criminal world, Joe Ex. 109,atMCNO 16-0854; Flemmi June 7, 2006 Tr. Murray, was importing drugs into South Boston 69 at 74; Fitzpatrick June 14, 2006 Tr. at l 02, but the without approval from, and payment of, tribute FN Boston Office received numerous reports from other to, Winter Hill. In retaliation, Bulger provided sources that they were indeed involved in this information to Connolly about the warehouse in • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 70 of 124

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South Boston where Murray was storing a shipment Murray decided get out of the drug of marijuana. The FBI seized the marijuana, Ex. I 2, business, for example, Bulger extracted at MCN016-lll7 to -0118; Ex. 3, at 12, and from him what Bulger called a "severance thereafter Murray commenced the payment of package" of $500,000 to compensate for tribute to Bulger for the privilege of warehousing his the loss of Murray' s rent. Murray illegal contraband in South Boston and for delivered the severance package within protection from Winter Hill,FN 7° Flemmi June 6, twenty-four hours after it was demanded. 2006 Tr. at 63-65; Weeks June 8, 2006 Tr. at 80-83; (Weeks June 8, 2006 Tr. 83-84.) Ex. 3, at 23. FN70. Bulger effectively had used the FBI to FN69. A lucrative form of extortion do his dirty work by striking out at Murray, practiced by Bulger and Flemmi was the who dared to conduct criminal business in collection of "rent" or tribute for the South Boston without the blessing of Winter privilege of operating a criminal activity Hill, and without paying a steep price for within territory controlled by them. Flemmi that "blessing." explained it this way: In the spring of 1984, the special agent in charge Q. When Mr. Bulger told people, someone of the Boston office of the Drug Enforcement • to pay the rent, they paid the rent? Administration ("DEA"), Robert Stutman, advised Greenleaf that the DEA was investigating suspected A: Well, you had an option, you could drug activity by Bulger and Flemmi. See Greenleaf either quit or pay the rent if you wanted to June 22, 2006 Tr. at 21; Ex. 32, Teletype from stay in business. Boston to Director, Apr. 24, 1984. Stutman believed the investigation would include matters ofinterest to Flemmi June 6, 2006 Tr. at 54. Weeks the FBI and sought the FBl's assistance. Greenleaf explained it this way: June 22, 2006 Tr. at 21. The FBI chose not to participate in the DEA investigation, but later Q. Would you describe to the Court what provided two *95 agents from the C-3 Squad to rent is? work on the case under Fitzpatrick's supervision. Greenleaf June 22, 2006 Tr. at 22; Ring June 2 7, A. People that paid us money to operate .... 2006 Tr. at 50-5 l; Ex. 32. [I]t was more like paying us protection[-] against us. [sic] After learning of the DEA investigation of Bulger and Flemmi, Greenleaf and Ring discussed Weeks June 8, 2006 Tr. at 80-81. And whether to close Bulger as an informant. They when a "renter" wanted to retire, he still decided to keep him open, and not to participate in might have an obligation to Bulger. When the investigation at that point. They testified that • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 71 of 124

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they did so because they believed that closing Bureau regulations." Ex. l 3j, at 2-3. Bulger would alert him to the fact that there was a significant investigation in progress. See Greenleaf The DEA investigation did not produce any positive June 22, 2006 Tr. at 21-22; Ring June 27, 2006 Tr. results. Bulger and Flemmi were not indicted for at 41-42; Ex. 13j, at 2. To put it another way, Ring their drug trafficking activity until 1995. Flemmi justified eschewing participation in a joint testified at trial that, throughout the DEA investigative effort against Bulger and Flemmi out investigation, Connolly provided him and Bulger of concern that the resulting termination of contact with information about developments in that with Bulger and Flemmi would tip them off to the investigation. Flemmi June 7, 2006 Tr. at 23. investigation. Notably, Ring and Greenleaf were largely indifferent I do not find this explanation credible. Bulger to the investigations of Bulger and Flemmi by other and Flemmi already knew they were under intense law enforcement agencies in Massachusetts: physical surveillance: Bulger had informed Connolly Greenleaf testified that he simply did not focus on that they were aware, from their ov.n observation such investigations. They were matters "[t]hat just and their "sources in the local and State Police, as didn't register with [him]." Greenleaf June 22, 2006 wel I as in the District Attorney's office," that they Tr. at l 04. He "assumed, because of their were being investigated by the DEA, the Quincy backgrounds, that a lot of people were looking at • (Massachusetts) Police Department, the them." Id. It thus appears that the Boston Office did Massachusetts State Police, and Norfolk County not regard multiple investigations by other law District Attorney William Delahunt. See Ex. 13j, at enforcement agencies to be cumulative indications 1-2; Greenleaf June 22, 2006 Tr. at 102-104; Ring that its informants were engaging in serious ongoing June 29 Tr. at 17. The real reason that Greenleaf and criminal activity.~ Ring kept Bulger open, as the Boston Office advised FBI Headquarters in September of 1984, was FN7 I. Further, the FBI seemed unconcerned because of his "past, present, and future valuable that Bulger and Flemmi had "sources in the assistance to the FBI." Ex. 32; see also Ex. 33. local and State Police, as well as in the District Attorney's office." Ex. 13j. In In any case, Ring wrote, on October 17, 1984, October 1984, Greenleaf asked Connolly to that he was not aware of the DEA's specific prepare a memorandum summarizing Bulger allegations against Bulger and Flemmi and did "not and Flemmi's knowledge of investigations wish to know any of these details for the obvious about them, see Ex. 13j, Addendum by reasons .... If these individuals are violating the law Greenleaf, but he never actually read and subject to investigation, that is their problem. Conno!Jy's response, Greenleaf June 22, There is not and will not be any authorization by the 2006 Tr. at 112-115. If he had, he would FBI for these individuals to commit any criminal have learned that Connolly did not answer acts unless such authorization conforms to present his question; rather, Connolly responded that • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 72 of 124

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it would be "an impossible task" to MCN016-0855; Ex. 109. Nor does it summarize all infonnation provided by appear that the Boston Office was Bulger and Flemmi about investigations into concerned with the kind of infonnation their activities. Connolly said that Bulger that Bulger and Flemmi were receiving and Flemmi "freely admit that they have from their sources. Greenleaf June 22, established sources within the law 2006 Tr. at 119. enforcement community, [hut] they steadfastly refuse to divulge same to writer." *96 In sum, during the period 1975-90, there Ex. 13/, at I, 5. (continued ... ) were scores of reports in the files of the Boston Office (including many based on self-repmts by Greenleaf testified at trial that there was Bulger and F!emmi themselves)concerningcriminal no investigation to determine the identity activity, none of which were deemed worthy of of Bulger and Flemmi's law enforcement serious investigation by the Boston Office. Although sources. Greenleaf June 22, 2006 Tr. at Greenleaf testified that such reports should have I I 6-117, 123. Ring never instructed been brought to his attention, the agents under his Connolly to ask Bulger and Flemmi to supervision apparently thought otherwise, because identify their sources in the state and local they did not bring the reports to his attention. See police and implied that if he had Greenleaf June 22, 2006 Tr. at 49-82. • threatened to close Bulger and Flemmi for their failure to reveal such information, he E. Connolly Praised for Work with Informants would have been reversed by officials higher up in the FBI. Ring June 29, 2006 During the period 1976 through 1990, Connolly Tr. at 18-19, 71-72. It appears then that no was consistently praised for his development and one in the Boston Office ever insisted that handling of infonnants and was considered a Bulger and Flemmi identify their sources specialist or expert in the handling ofinformants. He of intelligence within law enforcement "was regarded as being extremely proficient at the agencies, even though, as noted earlier, development and operation of infonnants. It was a state and local law enforcement agencies skill that not every agent had, most agents don't have in Florida expressed their concern as early it. He had the skill to that !eve! [,] that that had been as 1982 that Bulger and Flemmi might be his primary role on the squad, and he had been obtaining information concerning recognized for that ro!e." Ring June 27, 2006 Tr. at investigations of their criminal activities 24. from the Boston Office itself, Ex. 121; From 1978 through 1987, Connolly consistently Fitzpatrick June 15, 2006 Tr. at 38-39, 64, received one of the FBI's top two ratings FNn for his and there had long been allegations of overall performance and his handling of infonnants leaks by Connolly from the Massachusetts in annual performance reviews. '!be only exception State Police, see, e.g., Ex. 12, at is a six-month review for the period July 1981 • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 73 of 124

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through December 1981, the first evaluation period On one occasion, however, Ring rated Connolly after the FBI changed to a new rating system. The "superior" for informant development, and was new ratings were, in order from worst to best: chastised in the course of an routine inspection of 73 minimally acceptable, fully successful, superior, the Boston Office FN by Inspector Bob Reutter exceptional. Connolly received a rating of "fully because he did not rate Connolly "exceptional." successful" for his overall performance and a rating Ring June 28, 2006 Tr. at 7-8. Reutter, in criticizing of "superior" for his handling of informants. Ex. Ring's rating, listed Connolly's accomplishments and 55f. Even during this that period, however, Morris stated that he considered "the contributions made by noted that Connolly, SA Connolly as crucial to the overall OC program and substantial in terms of the results achieved." Ex. FN72. From 1978 to I 981, he received 55w, Memo from Inspector Reutter to SAC Ahearn, "excellent" and "outstanding" ratings. In July 8, 1987. 198 I, the ratings changed to: exceptional, superior, fully successful, and minimally FN73. Inspectors frorri FBI Headquarters acceptable. He received "superior" and conducted an investigation of each FBI field "exceptional" ratings throughout the 1980s. office every two years. A team of twenty to See Ex. 55b; Ex. 55c; Ex. 55d; Ex. 55e; Ex. thirty inspectors would "spend three weeks 55f; Ex. 551. reviewing the files of the office for • efficiency, effectiveness, and to ensure that with only minimal supervisory guidance, we were operating by the rules and instruction and training, develops and operates regulations." Greenleaf June 22, 2006 Tr. at several extremely well placed organized crime 88; see also Fitzpatrick June 14, 2006 Tr. at informants. These informants provide highly 21; Fitzpatrick June 15, 2006 Tr. at 83. significant information, substantially contributing to the success of the Boston Division's Organized Such praise was common: Connolly's reviews Crime Program. His informants have been utilized are replete with references to his "outstanding" to establish *97 probable cause in the majority of development of informants, major contributions to applications for electronic surveillances concerning the success of the Organized Crime Program, and organized crime. He executes his duties in expertise in informant development. See, e.g., Ex. compliance with rules, regulations and guidelines 55a; Ex. 55b; Ex. 55c; Ex. 55d; Ex. 551; Ex. 55w; resolving policy issues through discussions with the Ex. 55bb, Letter from Director William S. Sessions supervisor. He is a recognized expert in the to Connolly, Mar. 17, 1988. In 1982, Morris raved: development and handling of informants whose "His performance has been at the level to which all advice and expertise is frequently sought by other should aspire lo a/lain but few will realis1ically 74 experienced, as well as inexperienced, agents. reach. "FN Ex. 55e, at MCN003-0063 (emphasis added). In addition, Connolly was repeatedly Ex. 55f, at MCN003-0089 . recommended for increases in salary and monetary • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 74 of 124

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awards on the basis of his performance, Ex. 55j, he was viewed as an expert in *98 the development Memo from SAC, Boston to Director, FBI, Mar. 22, and handling of informants, but because he was the 1983; Ex. 55bb; Ex. 55ii, Letter from Director sole link to two of the Bureau's most valuable Sessions to Connolly, Oct. 5, 1990, and he was informants. Bulger and Flemmi communicated asked by FBI Headquarters to instruct other federal almost exclusively with Connolly, and they refused agents on the development and handling of to work with any other handler. See, e.g., Fitzpatrick informants, Ex. 551; 55r, Letter from Paul Sullivan June 15, 2006 Tr. at I 09. In fact, when Connolly to Greenleaf, Nov. 7, 1984; Ex. 72. In 1988, retired suddenly in 1990, Bulger and Flemmi were Connolly was promoted to Supervisory Special immediately closed as informants. Ex. I 0, at Agent and became the Organized Crime Drug MCN016-0024; Ex. 12, at MCN016-0741. Enforcement Task Force Coordinator in the Boston Office. See Ex. 55z, Airtel from SAC, Boston to Despite these glowing reviews, Connolly's Director, FBI, Mar., I, 1988; Ex. 55aa, Memo frorri performance was not without observed flaws. Otto to Sharp, Mar. 10, 1988. He continued to Supervisor Ring observed, on one occasion, that receive praise for his informant handling: in 1990, Connolly was too friendly with Bulger and Flemmi Director William S. Sessions commended him in and told Connolly "that informants were not friends, • connection with several investigations, saying: they were not consultants, and they're to be treated accordingly. He should know that, I shouldn't have 75 FN74. Note that this review covers the to say that to him." FN Ring June 27, 2006 Tr. at 76. period of time in which Halloran, Donahue, Ring also admonished Connolly on two separate and Callahan were murdered after Halloran occasions about meeting with informants at his own suggested that Connolly might be the source home. Ring June 27, 2006 Tr. at 75-76. He also of Bulger and Flemmi's "pipeline" into the instructed Connolly to provide a written record of Boston Office of the FBI. every contact with an informant after he discovered that Connolly was not providing 209s for every You skillfully recruited and operated a contact with his informants.'N76 Ring June 27, 2006 high-level member of this organization who Tr. at 81-82. In addition, Fitzpatrick was, at times, supplied intelligence of uncommon worth in concerned that Connolly was drinking too much and investigations of this sort. The precarious talking about FBI business in public. Fitzpatrick management of this individual required great June 15, 2006 Tr. at 85. There was a joke in the expertise and discretion, as the crucial information office that Connolly was beginning to look like the provided demanded the most cautious dissemination people he investigated, and he was nicknamed 77 to preserve the safety of the informant and integrity "Cannoli." FN Fitzpatrick June 15, 2006 Tr. at of the investigation. 85-86. Even Bulger was concerned: he thought Connolly was spending too much money and was Ex. 55ii. too ostentatious, especially when Connolly Connolly was valuable to the FBI, not only because purchased a "flashy" boat. Weeks June 8, 2006 Tr. • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 75 of 124

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at 111-12. Weeks pleaded guilty to racketeering acts that included aiding and abetting the murder. FN75. lronically, Ring gave this admonition the day after he and Connolly were guests of A. McIntyre's Cooperation. with Law Bulger and Flemmi at a dinner at the home . Enforcement ofFlemmi's parents. Ring June 27, 2006 Tr. at 73-76. In the fall of 1984, a ship called the Valhalla departed Gloucester, Massachusetts loaded with FN76. Ring later testified that he requested weapons and ammunition for the Irish Republican 209s only for meetings, not necessarily for Army ("IRA"). The Valhalla traveled to the coast of phone calls which resulted in no positive Ireland, where it was met by an Irish ship, the information. Ring June 28, 2006 Tr. at Marita Ann. The Valhalla off-loaded *99 its cargo 98-99. to the Marita Ann and returned to Massachusetts. The Marita Ann, however, was seized by Irish FN77. Bulger, Flemmi and their associates authorities before it reached port. The United States knew Connolly by the nickname "Zip." Customs Service ("Customs") received notice of the transfer, and began looking for the Valhalla. Brady Ill Findings of Fact Regarding the Murder of June 21, 2006 Tr. at 6-7. • John McIntyre On October I 6, 1984, the Valhalla was discovered in Boston. See, e.g., Brady June 21, 2006 Tr. at 6; With the foregoing background, we come, at Ex. 99, Andrew L. Adams, Trawler Seized; IRA last, to the central concern of this case, the murder Link Suspected, BOSTON GLOBE, Oct. 17, 1984, 79 of John McIntyre. McIntyre was murdered by Bulger at I. FN Customs seized the ship and found two and Flemmi on November 30, 1984, after they crew members, Bob Andersen and McIntyre, on learned he was cooperating with law board. Brady June 21, 2006 Tr. at 9-11, 36. enforcement. FN?B McIntyre was thirty-two years old McIntyre indicated that he wished to speak with a at the time of his death. See Ex. 45, Certificate of Customs agent. He told Brady that he was already Death as to John L. McIntyre, Feb. 17, 2000. He had cooperating with several DEA agents, and that he worked as a fisherman and built and repaired boats; wished to cooperate in the Valhalla investigation. he had also been involved in criminal activity. See Id at 7-9. Neither Andersen nor McIntyre was Emily McIntyre June 16, 2006 Tr. at 37-40; Ex. 603, arrested, and Brady made a plan to meet with Partial Transcript of McIntyre Interview, Oct. 17, McIntyre the following day. Id. at 9, 11. I 984. At the time of his death, he was working for Joe Murray, assisting in his drug and weapons FN79. Exhibit 99 consists of two articles smuggling activity. See Ex. 603. from ; one is dated FN78. Flemmi pleaded guilty to racketeering October 17, 1984, and the other is dated acts that included McIntyre's murder, and November 13, 1984 . • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 76 of 124

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Bulger and Flemmi's drug activity. FNs, However, at On October 17, 1984, McIntyre met twice with the time, Brady did not know that Bulger and law enforcement. Brady June 21, 2006 Tr. at 11. Flemmi were FBI informants. Brady June 21, 2006 During the first, short meeting, Brady informed Tr. at 77-78. McIntyre that he would no longer be working with the DEA; rather, "he's now an informant for FN80. The warehouse was seized in April Customs ... exclusively, and any information he's 1983. See Ex. 12, at MCN016-1117 to supposed to give to us." Id. at 12. Later that day, -1118; Ex. 3, at 12. McIntyre met with Brady and FBl agents Roderick Kennedy and George Bertram at the office of the FN81. Greenleaf learned of the DEA Drug Task force. Id. at 13-14. The Drug Task Force investigation from Stutman in April 1984. consisted of representatives from Customs, the IRS, See Ex. 32. and the FBI. Brady and Kennedy were both members of the Task Force, Kennedy, an agent in During the meeting on October 17, 1984, which the C-2 Squad of the Boston Office, was present at is partially reported in a verbatim transcript, the meeting because he was the FBl's representative McIntyre discussed his three-year association with to the Task Force, and Bertram was present because Murray, the details of the Valhalla operation, he covered the IRA for the FBI. Id. at 13-14, 33. Murray's drug operations, and an upcoming drug • shipment expected by Murray. See Ex. 603; *100 McIntyre had been known to both Brady and Ex. 36, Memo from Kennedy to SAC, Oct. 17, Kennedy before October 1984. In the summer of 1984. McIntyre reported that Murray was 1984, Kennedy had provided information about the responsible for sending the Valhalla to Ireland Joe Murray gang to Brady. Kennedy showed Brady loaded with weapons. McIntyre himself was pictures of several individuals working with Murray, involved in preparing the Valhalla for the trip by including Mcintyre. The agents also knew that helping to load the weapons onto the boat in Murray was connected to Bulger; Kennedy reported Gloucester during the night of September 13 and to Brady that Murray was in trouble with Bulger early morning of September 14. He also was a because he was running drugs through South Boston member of the crew on the trip from September 14 and was consequently paying tribute to Bulger. to October 12. See Ex. 603, at 10-26. Kennedy informed Brady that Bulger was to receive a share of Murray's next drug smuggling operation. McIntyre was the first person to provide a link See Brady June 21, 2006 Tr. at 34-35. Kennedy between Joe Murray and the Valhalla. Brady June discussed all of this with Brady more than one year 21, 2006 Tr. at 38. McIntyre also discussed a link after Bulger had reported Murray's warehouse of between Murray and Bulger, advising that, after the marijuana to the FBI and the marijuana had been warehouse seizure in April 1983, "an individual seized; rnso and several months after the Boston named Whitey FN'2 who operates a liquor store in Office was informed of the DEA's investigation into South Boston became partners with Joe Murray." • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 77 of 124

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Ex. 36, at I. Unbeknownst to McIntyre, Bulger and Q: I mean physical protection, security, agents Flemmi had provided some of the weapons to the guarding you, whatever. shipment on the Valhalla, and Bulger and Weeks acted as lookouts while the Valhalla was being A: No. I don't want to go into the witness protection loaded in Gloucester. Flemmi June 6, 2006 Tr. at47; program like I said I like living around here, you Weeks June 8, 2006 Tr. at 123-124. know.

FN82. "Whitey" was a nickname often used Q: You want to continue life as normal? to refer to Bulger. See, e.g., Ex. I, ,i I. A: Yeah. At the end of the October 17 meeting, the following exchange took place between an End of Interview, I 0: 15 p.m. unidentified law enforcement agent and McIntyre: Ex. 603, at 49-50. Brady believed that McIntyre Q: As of this date you don't feel you need any turned down the offer of 24/7 surveillance because Federal Protection? Murray's group did considerable counter-surveillance, and McIntyre was worried that A:No. they might spot anyone who was watching him. • Brady June 21, 2006 Tr. at 57. Q: In other words you['re] declining it? Following the October 17 meeting, McIntyre [A:] I'm just saying that at this point ifit came to was released. He agreed that he would cooperate that the cat would be out of the bag the first thing by with Customs and the FBI in the investigation into putting me under any kind of protection. Like I told Joe Murray's drug operations. Ex. 36 at 2. Brady you, I advised you against meeting up here tonight. testified that "there was an agreement struck by the And for the future I think it was a foolish mistake to powers that be" that Customs, the FBI, and the DEA do this. I have more concern with where we meet would jointly investigate the information provided and how we meet than giving me any kind of by McIntyre. Brady June 21, 2006 Tr. at 46. Brady protection. You would protect me better ... [ ellipses was the lead Customs agent; Kennedy was the lead in original] FBI agent; and Jimmy Connolly, John Connolly's brother, was the lead DEA agent. Brady June 2 I, Q: Okay, so you don't want any Federal Protection 2006 Tr. at 46-4 7. In addition, Brady reported in at this time. Is that right? writing that "it was jointly agreed [with] the Boston Office of Investigations and FBI to proceed A; Well, the type of protection like I say, is to be covertly." Ex. 117, Memo from Brady to Area more discreet . Special Agent in Charge, Oct. 18, 1984. • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 78 of 124

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*101 Brady met with McIntyre every few days after Nelson, lied to the press when asked how the these initial meetings. Brady June 21, 2006 Tr. at 17. government had discovered the Rams/and; On the basis of information provided by McIntyre, he stated that the ship was spotted on a the combined law enforcement agencies seized zigzag course and was stopped by Murray's next drug shipment on a ship called the authorities. Brady thought it was a "stupid, Rams land as it entered Boston Harbor on or about transparent lie," which alerted Murray to the November 14, 1984. Ex. I,~ 14(a)(4); Ex. 3, at 14; fact that there had been a leak somewhere in Flemmi June 6, 2006 Tr. at 47. Mcintyre was on Boston. Brady June 21, 2006 Tr. at 65. This board as a member of the "substitute crew" that had appears to be correct: unbeknownst to replaced the ship's English crew at the mouth of the Brady, Flemmi reported to Connolly that the harbor. Brady June 21, 2006 Tr. at 19. The ship was Murray crew did not believe the newspaper carrying thirty tons of marijuana, and Bulger and story about the strange route; instead, they Flemmi expected to receive a significant portion of thought that law enforcement had penetrated the proceeds from its sale. Flemmi testified that he the offload crew or that people involved expected to receive $1 million, and Weeks testified with the operation had been overheard on a that he, Bulger, and Flemmi each were to receive $3 wiretap. Ex. I 0, at MCN016-04 I 6 to -0418 . million. Flemmi June 6, 2006 Tr. at 48; Weeks June 8, 2006 Tr. at 125-26. In November 1984, several days before the • Rams/and was seized, Brady arranged a meeting After the Rams/and was seized, McIntyre between McIntyre and Kennedy, because Kennedy repcrted to Brady that Murray suspected someone in had some questions for McIntyre and Brady "wasn't the substitute crew of cooperating, and threatened to really interested in what it was." Brady June 21, kill the person responsible for leaking the 2006 Tr. at 20-21. Brady attended the meeting, but information_FN 33 Brady June 21, 2006 Tr. at 48, does not remember what topics were discussed. He 64-65. According to Brady, "McIntyre didn't feel he recalled only that the topics were "things that were was in danger. He was reporting it with a smirk." of no interest to us," and that Kennedy showed Brady June 21, 2006 Tr. at 65. At the time, Brady McIntyre photographs and asked him to identify the also believed that McIntyre was safe because subjects. Id McIntyre's relationship with Murray _had not changed since he began cooperating: there were no On November 22, 1984, McIntyre told Brady suspicions, confrontations, or accusations, and he that Pat Nee ("Nee"), a Bulger associate, had offered continued to have "free run of the place." Brady him the opportunity to invest $20,000 in a drug June 21, 2006 Tr. at 67. smuggling venture. Brady recommended that McIntyre accept the offer, and Customs provided FN83. Brady believes Murray was alerted to him with the money on November 29, 1984. That the existence of an informant because the same day, McIntyre delivered the money to Nee. See Customs special agent in charge, Chris Brady June 21, 2006 Tr. at 21-22, 25-26; Ex. 115, • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 79 of 124

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Memo from Brady to Area Special Agent in Charge, specific explanation, but recalled "a lot of Nov. 27, 1984; Ex. 116, Memo from Group jive talk" from the Boston Office of the FBI. Supervisor to Area Special Agent in Charge, Dec. Id at 76. 21, 1984. This was the last time Brady would ever see McIntyre. Brady June 21, 2006 Tr. at 28-29. B. Leak of McIntyre's Identity

In December 1984, the information McIntyre Sometime between October 17, 1984 and had provided was included in a successful November 22, 1984, Connolly disclosed to Bulger application for electronic surveillance of Murray's that one of the two people taken off the Valhalla on house and telephone. The affidavit was signed by or about October 16 was cooperating with law Brady and Kennedy. Brady June 21, 2006 Tr. at enforcement. Connolly later repeated this 73-*102 74.FN 84 Customs did not have technical information in Flemmi's presence. Flemmi June 6, personnel in Boston who could install the wire, so 2006 Tr. at 48-49; Flemmi June 7, 2006 Tr. at 28; the FBI offered to do it. Id at 75. The wire was Weeks June 8, 2006 Tr. at 126-27. Before this tip never installed, and the court order lapsed. Id at from Connolly, neither Bulger nor Flemmi 74-76. Brady believed that the wire was not installed suspected that any member of the Valhalla crew was because the FBI procrastinated and failed to take cooperating with law enforcement. Flemmi June 7, advantage of opportunities when Murray was away 2006 Tr. at 58. Although Connolly never mentioned • from home. FN8' Id a name in tipping Bulger and Flemmi about the Valhalla informant, the information Connolly FN84. Although no signed copy of the conveyed was sufficient to identify McIntyre. Bulger affidavit was produced in this case, Brady and Flemmi knew that McIntyre was one of the two testified that he and Kennedy signed it. people on the Valhalla; and at some point after Connolly's leak, Bulger told Flemmi that he believed FN85. Specifically, Brady testified that there McIntyre was the informant. Flemmi June 7, 2006 came a time when Murray was scheduled to Tr. at 28-29. Bulger and Flemmi developed a plan to attend a wedding. Brady testified that it confront McIntyre to confirm whether he was the would have been easy to install the wire informant; they decided to lure McIntyre to meet while Murray was at the wedding: "Yes, it them with the "offer" of a $20,000 investment in a would have been easy. We would have had drug deal. McIntyre was the only person offered this somebody outside the wedding hall to make "deal." Flemmi June 7, 2006 Tr. at 29, 62-64; sure he was still in there; and if he did exit, Flemmi June 8, 2006 Tr. at 42-44; Weeks June 8, they could radio back to the house that he 2006 Tr. at 129-30; Weeks June 9, 2006 Tr. at 10. was on his way. It was a perfect situation." McIntyre thought the offer was real and disclosed it Brady June 21, 2006 Tr. at 75. When asked to Brady, and Brady provided $20,000 to McIntyre for his explanation of why the wire was not in order to put him in the middle of the "deal." See installed, Brady said he did not remember a Brady June 2 I, 2006 Tr. at 21-22, 25-26; Ex. 115; • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 80 of 124

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Ex. I 16. Bulger and Nee, explaining that he cooperated C. Murder of John McIntyre because he was weak. Flemmi June 7, 2006 Tr. at 32; Weeks June 8, 2006 Tr. at 134. He was clearly On November 30, 1984 Nee brought Mcintyre to frightened; as Flemmi testified: "Look at the 799 East Third Street in South Boston, a house position he was in. I mean, who wouldn't be owned by Nee's brother. Flemmi June 7, 2006 Tr. at [frightened] under those circumstances? Of course 29-30. They arrived around noon or I :00 p.m. he was in fear. The mental anguish." Flemmi June 7, Weeks June 8, 2006 Tr. at 133. Mcintyre had given 2006 Tr. at 37-38. Bulger and Flemmi discussed Nee the $20,000 "investment" the day before and various options: they talked about the possibility of came to the house carrying a case of beer, sending McIntyre to South America or of sending anticipating a social gathering. Flemmi June 7, 2006 him into the grand jury with a "script." Flemmi June Tr. at 30; Weeks June 8, 2006 Tr. at 128. When 7, 2006 Tr. at 35, 38-39; Weeks June 8, 2006 Tr. at Mcintyre walked into the kitchen, Bulger stepped 128, 135. When Mcintyre began to get "a little forward from behind a refrigerator and pressed a excited," Bulger told him to calm down, and that submachine gun into his chest. Flemmi June 7, 2006 there was the possibility that he would be sent to Tr. at 30-31; Weeks June 8, 2006 Tr. at 131-32 . South America or the grand jury to perjure himself Mcintyre stumbled backward, and Weeks grabbed in testimony about Murray, Bulger, and Flemmi. him by the throat and shoulders and took him to the Flemmi June 7, 2006 Tr. at 39. • floor. Weeks June 8, 2006 Tr. at 132. Bulger and FN86. Weeks testified that this confession Flemmi had arrived earlier in the day with a bag came two minutes into the questioning; ( dubbed by the plaintiffs a "duffel bag of death") Flemmi stated that it took only thirty containing a rope, handcuffs, *103 chains, and seconds. Flemmi June 7, 2006 Tr. at 32; firearms (a Mac-I I submachine gun and a .22 rifle Weeks June 8, 2006 Tr. at 134. with a silencer). Flemmi June 7, 2006 Tr. at 29-30; Weeks June 8, 2006 Tr. at 131, 140; see also Weeks left the house at about 5:00 p.m. to get Plaintiffs Opening June 5, 2006 Tr. at 28. McIntyre dinner; he later received a call on his beeper and was placed in a kitchen chair, where Flemmi returned. See Weeks June 8, 2006 Tr. at 133-138. handcuffed and chained him. Flemmi June 7, 2006 McIntyre was still bound in the chair with chains Tr. at 31; Weeks June 8, 2006 Tr. at 132-33. Bulger and handcuffs. At that point, he had been began to question him, and McIntyre confessed, handcuffed and chained for five to six hours. See almost immediately, that he was cooperating with Weeks June 8, 2006 Tr. at 138. Customs.FN86 Flemmi June 7, 2006 Tr. at 32; Weeks June 8, 2006 Tr. at 134. In fact, he told his At some point during the day, Bulger made the inquisitors that the $20,000 he had given Nee the decision to kill McIntyre, and Flemmi concurred. As day before came from Customs as part of its effort Flemmi testified at trial: "That was [Bulger's] to capture and prosecute members of Winter Hill. decision. Naturally I went along with it." Flemmi See Flemmi June 8, 2006 Tr. at 43. He apologized to June 7, 2006 Tr. at 36. Shortly after Weeks returned, • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 81 of 124

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he, Bulger, and Flemmi moved McIntyre to the "Bulger's a pretty powerful person, ... basement. Flemmi June 7, 2006 Jr. at40-41; Weeks depending on the damage to a person's June 8, 2006 Tr. at 138-39. McIntyre was placed in throat, it could take a while and then you can a chair, still handcuffed and with the chains still break someone's neck. I don't know the around his body. Flemmi June 7, 2006 Tr. at 41; circumstances how actually she-how long Weeks June 8, 2006 Tr. at 138. As Weeks began to she lasted before she died, hard to say." walk back up the stairs, Bulger placed a boat rope Flemmi June 6, 2006 Tr. at 51-52. around McIntyre's neck and began to strangle him. Flemmi June 7, 2006 Tr. at 41-43; Weeks June 8,. After McIntyre was dead, Bulger went upstairs 2006 Tr. at 139-14 I. McIntyre consciously struggled to lie down, Flemmi June 7, 2006 Tr. at 46, while for one to two minutes, gagging, gurgling, and Flemmi and Weeks stripped McIntyre's clothes and, vomiting.~ Weeks June 8, 2006 Tr. at l 39-41; see using pliers, extracted his teeth and crushed them, also Flemmi June 7, 2006 Tr. at 42-44. Bulger al I in an effort to hinder the identification of his ultimately decided that his attempt to strangle body. Flemmi June 7, 2006 Tr. at 46-47; Weeks McIntyre was not succeeding. He said: "This ain't June 8, 2006 at I 42. They then buried McIntyre in working," and asked McIntyre: "Do you want one in the basement next to the remains of Arthur "Bucky" the head?" *104 Flemmi June 7, 2006 Tr. at 44; Barrett, a safe-cracker and bank robber whom Weeks June 8, 2006 Tr. at 139. McIntyre replied Bulger and Flemmi had lured to 799 East Third • "Yes,please, "seeking, I infer, to bring surcease to Street and (after shackling, chaining and his suffering. Flemmi June 7, 2006 Tr. at44; Weeks interrogating him) murdered in July of 1983.~ June 8, 2006 Tr. at 139. Bulger obliged and shot him Flemmi June 6, 2006 Tr. at 44-46; Flemmi June 7, in the head. Flemmi June 7, 2006 Tr. at 44; Weeks 2006 Tr. at 47; Weeks June 8, 2006 Tr. at 87-90, June 8, 2006 Tr. at 139. Flemmi bent down to feel 142-43. They then drove McIntyre's pickup truck to McIntyre's pulse and reported that he was still alive. a bar in the Quincy area and left it there. Flemmi Flemmi June 7, 2006 Tr. at 44-45; Weeks June 8, June 7, 2006 Tr. at 47-48. 2006 Tr. at 142. Flemmi then grabbed McIntyre by the hair, pulled him up, and Bulger shot him again a FN88. In early 1985, at 799 East Third few times, saying: "He's dead now." Weeks June 8, Street, Bulger and Flemmi would · also 2006 Tr. at I 42; see also Flemmi June 7, 2006 Tr. at murder an erstwhile object of Flemmi's 45-46. carnal interest, Deborah Hussey, by strangling her with a rope. They then would FN87. After all, as Flemmi testified at trial, remove her clothes, extract her teeth, and "[McIntyre] was being choked. He made bury her in the basement, near the remains of some kind of sounds." Flemmi June 7, 2006 Barrett and McIntyre. Flemmi June 6, 2006 Tr. at 42-43. When testifying at trial about Tr. at 49-52. On Halloween night in l 985, the strangling by Bulger of another of his when it appeared that the house at 799 East victims, Deborah Hussey, Flemmi said: Third Street would be sold, Weeks and • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 82 of 124

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others disinterred the remains of Barrett, wrongful acts or omissions of its employees. See 28 McIntyre and Hussey and re-buried them U.S.C. § l 346(b)(l), The statute operates as a near Florian Hall in the Dorchester section limited waiver of the sovereign immunity of the of Boston. Weeks June 8, 2006 Tr. at 65, United States. Muniz-Rivera v. United States, 326 143. F.3d 8, 12 (I st Cir.2003). One relevant limitation*l05 on the waiver is that the act or McIntyre was killed because he was an omission targeted by the FTCA suit must be one for informant Flemmi June 7, 2006 Tr. at 37; see also which a private person could be sued under "the law Ex. I, § l 4(a)( 4) (listing the McIntyre murder as an of the place where the act or omission occurred," activity "designed to hinder and obstruct the here, the Wrongful Death Statute of Massachusetts, administration of justice"). Flemmi testified that which allows recovery for deaths caused by Bulger decided to kill McIntyre because someone negligence or other "willful, wanton or reckless who had cooperated once could not be trusted not to act[s]." See 28 U.S.C. § 1346(b)(l): Mass. Gen. cooperate again. Flemmi June 7, 2006 Tr. at 36-37. Laws ch. 229, § 2. In addition, to be imputed to the United States, the act or omission of the government A few days after McIntyre's murder, Bulger, employee must have been committed within the Flemmi, Weeks and Nee divided among themselves, scope of his or her employment. See 28 U.S.C. § in equal shares, the $20,000 Customs had given l 346fb }{I). FNs• • McIntyre to "invest" in what turned out to be a FN89. Another limitation on the United fictitious drug deal. Flemmi June 7, 2006 Tr. at 48, States' liability under the FTCA is the Bulger later remarked to Weeks: "Customs were discretionary function exception. upset they lost their witness and their money." \Veeks June 8, 2006 Tr. at 130. ill To succeed in their tort claim against the United States, the plaintiffs must establish that (I) IV. Cot1clusions of Law at1d Ultimate Fit1dit1gs Connolly owed Mcintyre a duty, (2) Connolly of Fact breached that duty, (3) McIntyre suffered injury, (4) Connolly's breach of duty was a proximate cause of The plaintiffs claim, and I have found, that McIntyre's injury, and (5) in breaching his duty to Connolly provided information to Bulger and McIntyre, Connolly was acting within the scope of Flemmi that was essential to their identification of his employment as an FBI agent. See McC/oskev v. McIntyre as an informant. The plaintiffs allege that Mueller. 446 F.3d 262,267 (lstCir.2006) (applying Connolly"s disclosure led to McIntyre's wrongful Massachusetts law); Jupin v. Kask, 44 7 Mass. 14 l , death, and that the United States is liable for I 46. 849 N.E.2d 829 (2006) (setting forth the damages resulting from that wrongful death elements of a tort claim under Massachusetts law), pursuant to the FTCA. Under the FTCA, the United The Massachusetts \V rongful Death Statute provides States may be sued for money damages for personal that the wrongful death claim may be brought injury or death caused by the negligent or otherwise against someone who was negligent or someone • © 20 I 2 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 83 of 124

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91 who by willful, wanton, or reckless '.:'.:'.'.'. conduct McIntyre." FN Plaintiffs *106 Closing June 29, causes death. Mass. Gen. Laws ch. 229 § 2. The 2006 Tr. at 159-65. The United States appeared to FTCA likewise creates a claim for personal injury or accept that negligence was the appropriate standard death caused by the negligent or wrongful act or to be applied, but argued that Connolly did not omission of a government employee acting within actually leak Ylclntyre's identity as an informant to the scope of his employment. Bulger and Flemmi (an argument the United States l346{b)(l ). Wrongful acts under the FTCA, insofar appeared to abandon in its closing, see United States as investigative and law enforcement officers are Closing June 29, 2006 at 95), and that if he did, his concerned, include certain intentional torts like conduct was outside the scope of his employment. assault, battery, and malicious prosecution, for United States Opening June 5, 2006 Tr. at 50-51; causes of action accruing after March 16, 1974. 28 United States Closing June 29, 2006 Tr. at 98-1 J 3. U.S.C. § 2680{h). Accordingly, I assess Connolly's conduct under the negligence standard. FN90. For its definition of reckless conduct, the Massachusetts Supreme Judicial Court FN9 l. In their pretrial memorandum, the has adopted the "reckless disregard of safety plaintiffs advanced, as one theory of standard" set forth in RESTATEMENT liability, the concept of aiding and abetting (SECOND) OF TORTS§ 500 (1965): "The wrongful conduct, as set forth in the • actor's conduct is in reckless disregard of the RESTATEMENT OF TORTS. Under this safety of another if he does an act or theory a person (A) is subjected to liability intentionally fails to do an act which it is his for harm caused to a plaintiff (B) by a third duty to the other to do, knowing or having person (C) if A "knows that [C's] conduct reason to know of facts which would lead a constitutes a breach of duty [to BJ and [A] reasonable man to realize, not only that his gives substantial assistance and conduct creates an unreasonable risk of encouragement to [C] so to conduct physical harm to another, but also that such himself." RESTATEMENT (SECOND) OF risk is substantially greater than that which is TORTS § 876. This aiding and abetting necessary to make his conduct negligent." concept has been recognized by the Boydv. National R.R. Passenger Corp .. 446 Massachusetts Supreme Judicial Court. See Mass. 540. 546,845 N.E.2d 356 (2006). Davis v. United States. 340 F.Supu.2d 79. 91 (D.Mass.2004) (collecting cases). Thus, the Although noting that a fair inference from plaintiffs also might have argued, based on Connolly's conduct "is that the conduct exceeds the record developed at trial, that Connolly's negligence," the plaintiffs proceeded at trial on the conduct was in reckless disregard of theory that the disclosure Connolly made to Bulger McIntyre's safety, as that phrase is defined in and Flemmi concerning McIntyre was a negligent Boyd, 446 Mass. at 546. 845 N.E.2d 356. act "that increased the risk of foreseeable harm to One cornrnentator has observed, however, • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 84 of 124

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that the concept of recklessness is largely the conduct of a third person as to prevent him from irrelevant in tort cases, except where mere causing physical harm to another." Id. at 267 negligence is not a sufficient ground for (quoting RESTATEMENT (SECOND) OF TORTS liability or recklessness provides a basis for § 315 {1965))( ellipsis in original; internal quotation punitive damages. DAN B. DOBBS, THE marks and citation omitted); see also Davis v. LAW OF TORTS § 27 (200 I). Punitive Uniled States. 340 F.Supp.2d 79, 91-93 damages may not be recovered against the (D.Mass.2004}. United States, 28 U.S.C. § 2674, and, as an The question ofduty, on the present record, is much alternative theory, the aiding and abetting simpler, because it is to be determined not on the concept offers the plaintiffs rio benefit that basis of what the relevant actor, Connolly, failed to cannot be derived from the negligence do, but on his commission of an act. "Speaking in theory. Perhaps that is why, in his closing, terms of classical tort principle, when one c.laims counsel for the plaintiffs, in response to a that negligence lies in the commission of an act, a question about other theories of liability, defendant's duty not to behave negligently typically responded: "Under the death statute we only extends to include all those whom the defendant have to prove negligence." Plaintiffs Closing might reasonably have foreseen to be potential • June 29, 2006 Tr. at 159. victims of the negligence." Carrier v. Riddell, Inc., 721 F.2d 867, 868 (l st Cir. I 983'1 (Breyer, J .)(citing A.Duty Palsgrafv. Long Island R.R. Co .. 248 N.Y. 339, 341-43, 162 N.E. 99 (1928} and RESTATEMENT Much ink has been spilled in this case on the (SECOND) OF TORTS § 281) (emphasis in question of whether the FBI defendants had a tort original); see also Remy v. MacDonald. 440 Mass. duty to protect McIntyre from Bulger and Flemmi. 675. 677, 801 N.E.2d 260 (2004) ("As a general The discussion has centered on whether Connolly principle of tort law, every actor has a duty to and other agents and officials of the FBI had a exercise reasonable care to avoid physical harm to special relationship with Bulger and Flemmi or with others.") (citing RESTATEMENT (SECOND) OF McIntyre sufficient to create a duty to protect TORTS§ 302 cmt. a (1965)). McIntyre from harm. See generally, McCloskev. 446 F.3d at 267-70 (setting forth circumstances in which The Supreme Judicial Court ("SJC") recently Massachusetts law recognizes the existence of a addressed the duty applicable in this case, special relationship•between a defendant and another determining that a duty exists when an ''actor person sufficient to give rise to a duty of the realizes or should realize that [his action] involves defendant to the plaintiff). These special an unreasonable risk of harm to another through the relationships arise in circumstances where the conduct of ... a third person which is intended to "negligence consists of an omission rather than an cause harm ... even though [the third person's] act of commission" and create duties as exceptions conduct is criminal." *101Jupin. 447 Mass. at 148, to the general rule that "there is no duty ... to control 849 N.E.2d 829 (quoting RESTATEMENT • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 85 of 124

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{SECOND) OF TORTS.§ 302B (1965)). This duty States at 29-30 (quoting Delaney v. Reynold~, 63 does not depend on any special relationship between Mass.App.Ct. 239. 242. 825 N.E.2d 554 (2005)), employees of the FBI and Bulger and Flemmi or United Stales v. McIntyre, No. 01-10408 (D.Mass. between employees of the FBI and McIntyre. Indeed July 17, 2006). No explanation is given for the it does not depend on Connelly's, or any other insight that has motivated this change of position. person's, status as an FBI agent. It is simply the duty Regardless, I find that harm to McIntyre, including that one person owes to another to act with care his death, was foreseeable to Connolly when he when he knows or should know that his action poses made his disclosure to Bulger and Flemmi. an unreasonable risk of harm to the other through the intentional conduct of a third person. "A As counsel for the United States emphasized precondition to this duty is, of course, that the risk throughout the trial, in their questioning ofwitnesses ofharm to another be recognizable or foreseeable to and in their closing argument, see, e.g., United the actor." Jupin, 447 Mass. at 147. 849N.E.2d 829. States Closing June 29, 2006 Tr. at 94-104, FBI regulations strictly prohibit revealing an informant's lJ.1 The question now raised is whether Connolly identity. The reason is obvious. "You [have] an knew or should have known that his disclosure to informant's life in your hands. If that identity got Bulger and Flemmi that one of two persons on the out, ... the informant's life would be in danger," Valhalla was an informant created an unreasonable especially if the informant is providing information • risk of harm to McIntyre. In her closing, counsel for on organized crime. Ring June 27, 2006 Tr. at 7-8. the United States conceded the point: Therefore, an informant is always at risk of harm from a disclosure of his identity. THE COURT: [I]f I find that Connolly leaked this information would you say that the death of In addition to the general risk to which all McIntyre was not foreseeable? informants are exposed, there was a specific, foreseeable risk to McIntyre. Bulger and Flemmi were violent criminals, known by the FBI to be involved. in gambling and loansharking and MS. LIPSCOMB: No. We would submit that it suspected of involvement in robberies, drug was foreseeable under this record. trafficking and murder. They headed Winter IIill, a violent criminal organization. As noted earlier, there United StatesClosingJune 29, 2006 Tr. at 112-13. were reports in the files of the Boston Office Since the trial, the United States has apparently had referring to Bulger as a "vicious animal," Ex. 21, a change of mind, arguing in its post-trial . "feared by many people because of his ability to kill memorandum that I should conclude that the injury anyone without even thinking twice," Ex. 20. Both to McIntyre was "so extraordinary that it could not Bui ger and Flemmi were mentioned in the files as reasonably have been foreseen." Post-Trial Proposed potential hit men for other criminal groups. Findings of Fact and Rulings of Law of the United McIntyre was providing information that could • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 86 of 124

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implicate Bulger and Flemmi of drug trafficking and agent when he tipped off Bulger and Flemmi to weapons smuggling. He thus was an informant who McIntyre's identity.FN92 With respect to an employee endangered the criminal careers of Bulger and of the United States, federal law defines the "nature Flemmi. In the eight years preceding McIntyre's and contours of his or her federal responsibilities." death, as Connolly knew, three separate FBI Aversa v. United States, 99 F.3d 1200, 1209 (1st informants-Castucci, Halloran and Callahan-had Cir.1996). Whether the employee was acting within *108 been killed after Connolly disclosed to Bulger the scope of those responsibilities, however, is and Flemmi that they were providing or would determined by state law. Id. provide information that would implicate Bulger and FN92. The United States has certified that Flemmi in serious criminal activity. Perhaps all FBI defendants, except Connolly and Connolly did not actually know that Bulger and Morris, were acting within the scope of their Flemmi killed these three men, because he did not employment at times relevant to this case. confront Bulger and Flemmi directly. However, as See Order Granting Motion for Partial a seasoned FBI agent, observing the pattern of Substitution, United States v. McIntyre, No. murders fol lowing his disclosures, he should have 01-10408 (D.Mass. Jan. 31, 2003). known that McIntyre was placed unreasonably at risk by his tip to Bulger and Flemmi about the two ill Under Massachusetts law, conduct of an men on the Valhalla. employee is within the scope of his or her • employment if (I) it is of the kind he or she is B. Breach employed to perform; (2) it occurs substantially within the authorized time and space limits; and (3) The next question is whether Connolly breached it is motivated, at least in part, by a purpose to serve this duty to Mcintyre. This too is an easy question to the employer. Wang Labs., Inc. v. Bus. Incentives, answer. For all the reasons discussed above, Inc., 398 Mass. 854,859,501 N.E.2d 1163 (1986): Connolly's disclosure of McIntyre's identity to see also Howard v. Town o(Burlington. 399 Mass. Bulger and Flemmi created an unreasonable risk of 585, 590, 506 N.E.2d 102 (1987) ("The scope of an harm to McIntyre, and therefore was an obvious employee's employment 1s not construed breach of duty. restrictively."). C. Scope of Employment An employee's scope of employment is ill Wrongdoing by Connolly does not itself delineated by his or her actual and customary duties, impose liability upon the United States. Under the not simply those formally described. Howard, 399 FTCA, the United States is liable only for those Mass. at 590, 506 N.E.2d 102 (citing actions of its employees undertaken within the scope RESTATEMENT (SECOND) OF AGENCY § 229 of their employment. 28 U.S.C. § 1346(b)(I). The cmt. a (1958)). Thus in this case, the first and operative question then is whether Connolly was second prongs of the Wang test are interrelated. The acting within the scope of his employment as an FBI management of informants was both a formal job • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 87 of 124

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requirement and an actual and customary duty of that he gave lectures to other federal agents on the FBI agents like Connolly. In fact, the FBI considered development and handling of informants. informants "the single most important tool available to the FBI," Ex. 8, at 9, and made both individual One ofConnolly's most significant duties was to agents and the SAC responsible for maintaining obtain information from Bulger and Flemmi. To do adequate informant coverage. An entire section ofan th_at, it was critical that he maintain his relationship agent's performance evaluation was devoted to the with them and cultivate their goodwill. To that end, agent's development and management of informants. Connolly's superiors allowed and even encouraged See Coyne v. United States, 270 F.Supp.2d 104, I 09 him to keep in contact with Bulger and Flemmi even (D.Mass.2003) (finding it "crystal clear" on the when they were closed as informants. Furthermore, record in that case that an FBI agent's interactions his supervisors up the chain of command approved with an informant were within the scope of her of keeping Bulger and Flemmi open even when they employment), rev'd as to the constitutional claim were suspects in several investigations for serious * 109 against the individual def sub nom Coyne v. criminal activity by law enforcement agencies, Cronin, 3 86 F.3d 280 (I st Cir.2004 ) . including the FBI itself.

In Wang, the SJC held that the employer, Wang, For decades preceding the Mcintyre murder, agents was liable for its employee's willful interference of the FBI protected Bulger and Flemmi as • with Wang's contract with its tax preparer. 398 informants by shielding them from prosecution for Mass. at 859, 501 N.E.2d 1163. In concluding that crimes they had committed. Examples of the time the employee's tortious conduct fell within the "kind and manner of the FBI's protection of Bulger and of conduct he was employed to perform," the court Flemmi are detailed in Sections Il(D)(3Xa) and considered that the employee's appraisals of the tax Il(D)(3)(c) above. These examples speak to the preparer's services and involvement with the value the FBI placed on Bulger and Flemmi as relevant contract "were repeatedly endorsed and informants and demonstrate that Connolly's actual utilized by Wang's executives." Id. at 860, 501 and customary duties included maintaining the N.E.2d 1163. Those circumstances also exist here. informant relationship with Bulger and Flemmi. Connolly's superiors in the FBI repeatedly endorsed When McIntyre informed law enforcement officials and relied on his management of Bulger and Flemmi about Bulger and Flemmi's criminal activities, he as informants. Connolly was consistently recognized endangered that relationship because the information for his exceptional development of informants in he provided could have led to the prosecution of general and of Bulger and Flemmi in particular, both Bulger and Flemmi_FN93 in his performance reviews and in commendations from FBI Headquarters. Connolly was FN93. The SJC's decision in Miller v. recommended for salary increases, monetary awards Federated Dep't Stores, Inc., 364 Mass. 340. and promotions based on his excellence in handling 350. 304 N.E.2d 573 (1973). which informants. His skills were considered so exemplary describes a separate test for scope of • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 88 of 124

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employment in situations involving an forbidden manner, may be within the scope employee's at-work assault of another, of employment." provides an instructive analogy. The case RESTA TEMENT(SECOND} OF AGENCY holds that when an employee assaults· § 230; see also § 231 ("An act may be another person while at work, the employee's within the scope of employment although actions will be found to be within the scope consciously criminal or tortious.") As of employment-and therefore the employer applied to the facts here, this principle brings will be liable-if"the employee's assault was Connolly's disclosure within the scope ofhis in response to the.plaintiff's conduct which employment, because, to the extent that was presently interfering with the McIntyre provided information concerning employee's ability to successfully perform the criminal activities ofBulger and Flemmi, his duties." id. Similar examples of an he was a threat to Connolly's ability to do his employee's VvTOngful conduet found to be job, specifically, his ability to keep at large within the scope of employment inelude: an and maintain informants who could provide assault by a furniture store employee against critical intelligence on Cosa Nostra. a delinquent customer resisting repossession of his furniture, Levi v. Brooks. 121 Mass. *110 The United States argues that Connolly's 50 l (I 877}: an employee's lobbing of iee leak could not be .within the scope of his • into a crowd of children swarming a employment because it was not authorized. In stationary railroad ice car that the employee support of this argument, the United States points to was required to guard, Zerngis v. H.P. Hood the specific regulations prohibiting the disclosure of &Sons, 255 Mass. 603, 152 N.E. 50 {1926): a confidential infonnant's identity. This argument an assault on a gasoline station attendant by misapprehends the test for scope of employment. a trucker after a dispute over whether the Under Massachusetts law, "[f]orbidden and criminal attendant was timely fueling the trucks, acts may also be within the scope of employment." Hobart v. Cavanaugh, 353 Mass. 51, 228 Davis, 340 F.Supp.2d at 88 (applying Massachusetts N.E.2d 439(1967): a bartender's beating and law and citing cases); see also Commonwealth v. kicking of a patron when the patron insulted Jerez. 390 Mass. 456, 461-62, 457 N.E.2d 1105 another bartender, Orasz v. Colonial Tavern, (I 983) (collecting cases). inc. 362 Mass. 88 I, 289 N.E.2d 841 (1972): and an assault on a police officer by a Moreover, the argument ofthe United States that diplomat on his way to a diplomatic Connolly was not hired to disclose informants' function, Commonwealth v. Jerez. 390 Mass. identities proves much too much. Surely no 456, 462, 457 N.E.2d 1105 {1983}. These government employee is hired to engage in VvTongful cases demonstrate the principle set forth in § conduct. Nevertheless, the FICA creates a remedy 230 of the RESTATEMENT OF AGENCY: for wrongful conduct by government employees to "An act, although forbidden, or done in a the extent that a private person would be liable • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 89 of 124

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under the law of the place where the act or omission testified that he and Bulger gave Connolly in excess occurred. Indeed, as noted earlier, insofar as of$200,000 in cash and gifts during the period 1981 "investigative or law-enforcement officers" of the through J990.FN 95 Flemmi June 6, 2006 Tr. at 98; United States are concerned, wrongful conduct Flemmi June 7, 2006 Tr. at 82-83. I credit that includes a variety of intentional torts, including testimony. The United States points to the testimony assault, battery, and malicious prosecution.FN94 One as evidence that Connolly's motivation for *111 assumes that investigative and. law enforcement leaking information that led to the discovery of officers are not hired to commit assaults, to batter, McIntyre as an informant was personal. l find that or to prosecute maliciously. Yet the FTCA provides Connolly was motivated in part by greed and his a remedy against the United States for such friendship with Flemmi and especially Bulger. misconduct. Taken to its logical conclusion, the argument of the United States is that if the conduct FN95. Flemmi testified that the payments is wrongful, though undertaken to achieve some came from a slush fund which he and Bulger proper government purpose, it is beyond the called the "X fund" (for extra fund). Every government employee's scope of employment, time they made a "score" they took a because the employee was not hired to engage in percentage from that score and deposited to wrongful conduct. It is an argument that makes the the X fund. The fund was used, in part, for FTCA entirely pointless. illicit payments to law enforcement officers. • It was from the X fund that payments were FN94. 28 U.S.C. § 2680(h) reads in relevant made to Connolly. Flemmi June 6, 2006 Tr. part: at 97-98.

[W]ith regard to acts or omissions of Under Massachusetts law, however, it is not investigative or law enforcement officers enough for the United States to show that Connolly of the United States Government, the was motivated in part-or even mostly-by personal provisions of this chapter [28 USCS §§ considerations. To take Connolly's actions outside 2671 et seq.] and section 1346(b) of this the scope of his employment, his motivations must title [28 USCS § I 346Cb) ] shall apply to have been purely personal. Pins haw v. Me1ro, Dist. any claim arising, on or after the date of Comm'n, 402 Mass. 687, 694-95, 524 N.E.2d 135 I the enactment of this proviso [enacted (1988) (only if the employee acts from purely March 16, 1974), out of assault, battery, personal motives, completely unrelated to any false imprisonment, false arrest, abuse of interest of the employer, can he be said generally to process, or malicious prosecution. have departed from his employment ( citing W. PROSSER AND W. KEETON, TORTS 506 (5th The third prong of the Wang: test is whether the ed. 1984))). "The fact that the predominant motive employee's action is at least partially motivated to of the agent is to benefit himself does not prevent advance the interests of the employer. Flemmi the act from coming within the scope of • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 90 of 124

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employment as long as the act is otherwise within way in which the employees' motivations the purview of his authority." Wang. 398 Mass. at would overlap with those of the Customs 859-60, 501 N.E.2d 1163: see also Operation Service. Finally, in International Rescue Nat'/ v. United States. 975 F.Supp. 92, Brotherhood o(Po/ice Officers. Local 433 v. I08-09 (D.Mass.1997) (noting that under Memorial Press. Inc., 31 Mass.App.Ct. 138, Massachusetts law, an employee acts outside the 57 5 N .E.2d 376 (I 99 I). the court held that a scope of employment only if his motivations are newspaper was not liable for an intentional purely personal and in no way connected to his misprint in a union advertisement that official duties). embarrassed the union. This ruling relied on the fact that the plaintiffs. who had been The employee's motivation is a question of fact unable to identify the employee who had for the factfinder. Pinshaw. 402 Mass. at 696. 524 caused the misprint. had presented no >I.E.2d 135 I: Int'! Bhd. o( Police Dfflcers, Local evidence that this unknown employee had 433 v. Mem'l Press, 31 Mass.App.Ct. l 38, 140, 575 acted to further the interests of the paper. Id N.E.2d 376 (1991). For reasons already discussed, I at 141, 575 N.E.2d 376. find that Connolly was motivated, at least in part, by a desire to promote the FBl's goal of taking dovm D. Proximate Cause Cosa Nostra through the use of Bulger and Flemmi • as informants.~ · 1filill "To establish proximate cause. a plaintiff must show that his or her injuries were within the FN96. The cases cited by the United States reasonably foreseeable risks of harm created by the in which the employee's actions were found defendant's negligent conduct." Staelens v. Dobert. to be outside the scope of employment are 318 F.3d 77. 79 (1st Cir.2003) (applying readily distinguishable. Doe v. Purity Massachusetts law). For reasons explained in detail Supreme. Inc .. 422 Mass. 563. 664 N.E.2d in Section IV(A) above, the plaintiffs have shown 8 I 5 0 996). and Timpson v. Transamerica that McIntyre's murder was a foreseeable risk of Ins. Co .. 41 Mass.App.Ct. 344. 669 N.E.2d Connelly's disclosure of information by which 1092 (1996), concern rape and sexual Bulger and Flemmi could identify him as an harassment, respectively. It is easy to see informant. Moreover, the record establishes that how that conduct was not motivated in any Bulger and Flemmi had no reason to seek out an part by a desire to advance the interests of informant from among the crew of the Valhalla until the employer. Attal/ah v. United Slates, 955 Connolly told them that one of two people on that F.2d 776 (I st Cir. I 992). applies Puerto Rico vessel was cooperating with law enforcement Jaw to hold that two Customs agents who agencies. robbed and murdered a courier were not in *112 The United States fancifully argues that the any way acting for the benefit of the leak was not the cause of McIntyre's death because Customs Service. Again. there is no obvious Bulger and Flemmi did not decide definitively to kill • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 91 of 124

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Mcintyre until after they had interrogated him for G. Damages several hours. This temporal separation does not break the causal link between Connolly's disclosure The United States is liable "to the same extent as and McIntyre's murder. I have found that Bulger a private individual under like circumstances," but decided to kill Mcintyre because Mcintyre was an it is not liable for punitive damages or interest prior informant. The risk that this decision would be made to judgment. 28 U.S.C. § 2674. Under sections 2 and and carried out was well known to Connolly, both as §_ of the Massachusetts Wrongful Death Statute, the a general matter and from the experience derived United States is liable for compensatory damages in from the murders of Castucci, Halloran and the amount of the "fair monetary value of the Callahan. See supra Section IV(A). decedent to the persons entitled to receive the damages recovered," including the loss of Ifil The United States claims that Connolly's leak reasonably expected net income and loss of could not be the proximate cause ofMcintyre's death consortium, reasonable funeral and burial expenses; because Bulger and Flemmi's criminal acts break the and the conscious suffering of the decedent. Mass. causal chain. However, under Massachusetts law, Gen. Laws ch. 229, §§ 2, §_. Damages under section criminal conduct is not an intervening or J are awarded to the administrators of the decedent's superseding cause so long as it is foreseeable. estate, Mass. Gen. Laws ch. 229, § 2 ("Damages Poskus v. Lombardo's o(Randolph. Inc., 423 Mass. under this section shall be recovered in an action of • 637, 639-40, 670 N.E.2d 383 (1996) (collecting tort· by the executor or administrator of the cases). In this case, injury by criminal conduct was deceased."), with damages for the fair monetary the precise harm foreseeably flowing from value of the decedent awarded for the benefit of the Connolly's disclosure. person entitled to recover for his or her loss, as determined by section I of the statute, see Mitchell I find that Connolly's leak was the proximate cause v. United States, 141 F.3d 8, 21 (1st Cir. l 998)("the of McIntyre's death. nominal recipient of the award is the Administratrix of the Estate of Alfred J. Hassey, for the benefit of E. Injury Evelyn Hassey"). Damages under section 6, for the decedent's conscious suffering, are awarded to the The injury in this case is obvious: McIntyre was estate of the decedent. Mass. Gen. Laws ch. 229, § murdered. Q ("any sum so recovered shall be held and disposed F. Conclusion as to Liability ofby the executors or administrators as assets of the estate of the deceased"). In sum, Connolly, acting within the scope of his 1. Proper Claimant Under Wrongful Heath employment as an FBI agent, breached his duty to Statute Mcintyre who was foreseeably at risk from the breach. The United States is therefore liable for Section I provides a priority of potential takers damages resulting from McIntyre's death. of damages for the fair value of the decedent, as • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 92 of 124

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follows: that day. A decree of divorce nisi entered on May (I) If the deceased shall have been survived by 25, 1985, and the decree became absolute or final on a wife or husband and no children* 113 or issue August 26, I 985. Shortly after the divorce became surviving, then to the use of such surviving spouse. final, Pearl McIntyre remarried. In January 2000, McIntyre's remains were discovered. His death (2) If the deceased shall have been survived by certificate, dated the day of the discovery of his a wife or husband and by one child or by the issue of remains, listed him as divorced. See Ex. 45; Ex. 46, one deceased child, then one half to the use of such Report oflnvestigation, Jan. 20, 2006. On May 25, surviving spouse and one half to the use of sueh 2000, McIntyre's "estate" filed with the FBI the child or his issue by right of representation. administrative claim that is the basis of the present lawsuit. See Ex. 129, Letter from Gordon to Freeh (3) If the deceased shall have been survived by and Mawn, May 25, 2000, The next day, Emily and a wife or husband and by more than one child Christopher McIntyre were appointed administrators surviving either in person or by issue, then one third of the Estate; and they filed an amended to the use of such surviving spouse and two thirds to administrative claim on June 8, 2000. See Ex. 48, the use of such surviving children or their issue by Probate File regarding Estate of John L. McIntyre; right of representation. Ex. 130, Letter from Gordon to Freeh and !\fawn, June 8, 2000. This lawsuit was filed on March 8, • (4) Ifthere is no surviving wife or husband, then 2001. to the use of the next of kin. NJ The question ofwhether Pearl McIntyre is John Mass. Gen. Laws ch. 229, § l. The plaintiffs McIntyre's surviving spouse for purposes of the have argued that, because MclntyTe had no children, Wrongful Death Statute is not an easy one. Although Emily McIntyre, as his next of kin, is the person MclntyTe actually died before there was a divorce entitled to receive compensatory damages. The decree of any kind, his death is one part of a United States objects that Emily McIntyre is not constellation of extraordinary circumstances. entitled to recover such damages because McIntyre Because the date of his actual death was not known had a surviving spouse, Pearl Mcintyre, who until 2000, his legal status at the time the final precedes Emily McIntyre in the priority of potential decree of divorce issued was "missing,': not takers. deceased. Not surprisingly, there is no controlling SJC precedent on the subject of who is entitled to The relevant factual situation is as follows. Pearl recover for the fair monetary value of the decedent McIntyre filed a complaint for divorce from under these circumstances. Therefore, to resolve the McIntyre in the Norfolk County (Massachusetts) question I must use the limited landscape of SJC Probate Court on July 23, 1984. McIntyre never decisions on related questions to predict what that contested the divorce. On November 30, 1984, he court would decide if faced with this issue. My disappeared; we now know that he was murdered conclusion is that the SJC would conclude that Pearl • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 93 of 124

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MclntyTe is not McIntyre's surv1vmg spouse for proceedings against her and accepted property purposes of the Wrongful Death Statute. during that divorce, she was estopped from later challenging validity of the divorce); Chapman v. My starting point is that the Norfolk Probate Court Chapman, 224Mass. 427,434,113 N.E. 359 (1916) issued a facially valid final decree of divorce to John (where wife colluded in the obtaining of an invalid and Pearl McIntyre on August 26, 1985. Pearl foreign divorce from her husband and subsequently McIntyre acted in reliance on that decree when she remarried, she was estopped from claiming remarried shortly after the decree issued. In my inheritance from her first husband's estate). view, Pearl Mclnt)'Te, in order to make a claim as Mclnt)'Te's surviving spouse, would first have to These cases suggest that Pearl Mclnt)'Te, who challenge the validity of that divorce decree. It does possessed a valid divorce decree and acted in not *114 appear that she has done so, but even if she reliance on it in remarrying would have even less had, Massachusetts precedent suggests that she success challenging that decree in order to make a would be precluded from making a claim as claim here as McIntyre's surviving spouse under the McIntyre's surviving spouse under the Wrongful Wrongful Death Statute. Massachusetts follows the Death Statute for any damages resulting from this common law rule that unexplained absence from an litigation. established domicile for seven years creates a presumption of death; before seven years have • A line of SJC cases establishes that individuals passed, however, there is the opposite are estopped from challenging invalid divorce presumption-that the missing person is alive. Ross v. decrees in order to claim benefits linked to their Cohen, 352 Mass. 51, 53, 223 N.E.2d 805 (1967}. fonner marriages. For example, inPoorv. Poor, 381 Indeed, that presumption is reflected here in the fact Mass. 392, 409 N.E.2d 758 (1980). a husband the Probate Court entered a final decree of divorce, sought an annulment of his marriage on the ground because "[t]here can be no divorce unless both that the divorce his ~~fe had obtained from her first parties are alive at the time it is granted." Diggs v. husband in Haiti was invalid under Massachusetts Diggs. 291 Mass. 399,401-02. 196 N.E. 858 (1935}. law. The court held that notwithstanding the Without the divorce, Pearl McIntyre would have invalidity of the foreign divorce, the plaintiff been unable to enter into a valid marriage for at least husband was estopped from challenging it. Id. at seven years following the disappearance of 397. 409 N.E.2d 758. Important to this decision McIntyre. In short, Pearl Mclnt)'Te tenninated her were the facts that both the plaintiff husband and marriage to Mclnt)'Te when he was legally, although wife believed the Haitian divorce to be valid and not factually, alive.:::'.:.: By so doing, she *115 acted in reliance on it in entering into their renounced her status as McIntyre's surviving spouse. subsequent marriage. Id. at 395-96. 409N.E.2d 758: see also McCarthy v. McCarthv, 361 Mass. 359, FN97. The United· States has argued that 360, 280 N.E.2d 151 (1972) (where wife Pearl MclntyTe's divorce decree was not participated in her husband's Mexican divorce valid, pointing out that Mclnt)'Te was • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 94 of 124

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actually dead before the divorce decree McIntyre sought a divorce and acted in entered, and citing the general rule that a reliance on it, she would be estopped from spouse's death after the issuance of a decree challenging its validity in order to claim nisi but before the divorce becomes final benefits as John McIntyre's surviving makes the other spouse widowed, not spouse. divorced. See Diggs v. Diggs. 291 Mass. 399, 401-402, 196 N.E. 858 (1935) Furthermore, and perhaps more to the point, (reversing the entry of a final decree of Pearl McIntyre has not made a claim against the divorce entered after the death of one of the Estate. Even when the possibility appeared that parties, nunc pro tune to a date preceding the McIntyre's Estate had value (in the form of this death). I find this argument unpersuasive for lawsuit), she made no claim. Pearl McIntyre did not several reasons. First, there was a final file an administrative claim with the United States; divorce decree in this case, and "[d]ivorce . nor did she contest the appointment of Emily and decrees are conclusive and binding on the Christopher McIntyre as administrators of parties with regard to all matters tliey McIntyre's Estate.'N9s Moreover, Pearl McIntyre has actually or necessarily determine, until never attempted to intervene or assert any claim on revoked or modified." Anderson v. behalf of McIntyre or herself; and she herself is not Anderson, 407 Mass. 25 l, 255, 552 N.E.2d now seeking to be identified as the surviving spouse • 546 (I 990} (citing Bloom v. Bloom, 337 for purposes ofthe Wrongful Death Statute.~ This Mass. 480. 482. I 50 N.E.2d 24, (I 958);Jelly is in stark contrast to Emily McIntyre's long crusade v. Jelly, 327 Mass. 706,708, J00N.E.2d 681 to discover what happened to her son and to hold (195 ]); and Whitney v. Whitney, 325 Mass. accountable those responsible for his death. 28, 3 I. 88 N.E.2d 647 (l 949)). As I have noted, it does not appear that the McIntyre FN98. Counsel for the United States wrote divorce has been revoked, modified or even to the Probate Court to inform the court of challenged. Indeed, Massachusetts continued the timeline of events concerning Pearl and to recognize the divorce as valid as recently John McIntyre's divorce, suggesting that "the as 2000, when McIntyre's death certificate Decree appointing Emily and Christopher described him as divorced. S1;eoml, at th1; McIntyre as co-administrators of the Estate time the divorce decree was finalized, no · of John L. McIntyre may be defective one knew that_ McIntyre was dead; in Diggs, because it is based on incomplete or there was no doubt on that subject. inaccurate information." Letter from Bridget Bailey Lipscomb to Clerk of the Court, Even assuming, for the sake of argument, Probate and Family Court, Norfolk Division, that Pearl McIntyre's divorce was invalid, Sept. I 5, 2005, Pl.'s Opp. to Def. United the SJC cases- Poor. A1cCarthv, and States' Mot. in Limine to Exclude Damages Chapman-indicate that because Pearl Evidence Ex. l, McIntyre v. United States, • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 95 of 124

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No. 01-10408 (D.Mass. May 18, 2006). Wrongful Death Statute itself. An important purpose However, the Probate Court took no action of the Statute-as is plain from the language of in response 10 this letter. See Letter from section 2-is to compensate survivors for the loss of William Christie to Schmidt, Registrar's the decedent's life. See Thibert v. ~Milka, 419 Mass. Office, Norfolk Probate and Family Court, 693, 695. 646 N.E.2d I 025 { 1995). As a remedial Sept. 28, 2005, Pl.'s Opp. to Def. United statute, it should be liberally construed to effectuate States' Motion in Limine to Exclude that purpose. See Town o[Franklin v. Wyllie. 443 Damages Evidence Ex. 2, 114.clntyre v. Mass, 187, 196, 819 N.E.2d 943 (2005). ru,oo The United States, No. 01-10408 (D.Mass. May * 116 only party who asserted loss and sought 18, 2006). recompense for McIntyre's death is Emily 110 Mclnt)'Te.8' ' FN99. The United States has made the argument ostensibly on her behalf. The FNIO0. Although the FICA is to be argument is not advanced to protect her interpreted strictly, ncitheF extending nor interests, but rather to decrease the potential narrowing the waiver of sovereign immunity liability of the United States. The United that Congress intended, Rakes v. United States argues that if Pearl McIntyre is the States, 442 F.3d 7, 19 n. 6 (1 st Cir.2006). surviving spouse, and compensatory the question here is not the interpretation of • damages should be measured by her loss, the FICA, but the interpretation of the then there are no compensatory damages on Massachusetts Wrongful Death Statute, the current record. In the alternative, the Because the United States is liable to the United States argues that Pearl McIntyre is extent that a private party would be liable, I the only person who could bring a claim on am required to determine how the Wrongful McIntyre's behalf, and her failure to file an Death Statute should be interpreted in the administrative claim means that there can be circumstances of this case, and then apply no lawsuit. I point out that I have already that interpretation to the facts. ruled that the Estate is the proper party to bring this suit. see Order Denying Mot. to FNl0I. Guv v. Johnson, 15 Mass.App.Ct. Dismiss for Lack of Jurisdiction for Failure 757, 448 N.E.2d 1142 (1983). although it to Prosecute in the Name ofthe Real Party in arises in a different context, is instructive. Interest, Mcintyre v. United States, No. The Court of Appeals affirmed a probate 01-10408 (D.Mass. Sept. 9, 2005); Order on court's decision approving the distribution of United States' Mot. for Reconsideration, damages for wrongful death in the amount of McIntyre v. United States, No. 01-10408 $37,786.06 to the decedent's mother and (D.Mass. May 31, 2006). $103.41 to the decedent's father. The court found that the disposition was "fair on its One final consideration is the nature of the face" because "the father had in effect • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works, Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 96 of 124

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abandoned connection with the child," and reasonably expected net income ... of the decedent." "was without value to the father in the Mass. Gen. Laws eh. 229 § 2. The plaintiffs have statutory sense, but of value to the mother." presented evidence as to McIntyre's reasonably Guv. 15 Mass.App.Ct. at 758-59, 448 expected future earnings. There is no evidence, N .E.2d 1142. The court detennined that, however, that Emily McIntyre has suffered a loss given the purpose of section 2, it should attributable to or measured by McIntyre's reasonably deny the father what ordinarily would be his expected future net earnings. There was no evidence statutory share of the damages under section of her financial dependence on McIntyre at the time l, because he was one "who is shown to of his death, or that she otherwise generally derived have been dissociated from the a benefit from his earnings. Indeed, Emily McIntyre decedent-who cannot justly claim that the testified that her son never gave her any money. And decedent had any monetary value for him." there is no evidence that she expected to receive any Id. at 761,448 N.E.2d 1142. In reaching this part of McIntyre's future earnings had he lived. conclusion, the court emphasized that the Accordingly, I make no award to Emily McIntyre for primary purpose of the statute is ''.just economic loss. compensation to the deserving survivor." Id. 3. Loss of Consortium at 761-62. 448 N.E.2d 1142 (emphasis added). The Wrongful Death Statute also allows • recovery for the loss to the person entitled to recover The issue now raised as to the proper party to of the "services, protection, care, assistance, society, recover for the fair economic value of McIntyre is companionship, comfort, guidance, counsel, and not likely to have been within the contemplation of advice of the decedent." Mass. Gen. Laws ch. 229, the drafters of the statute. Nevertheless, available LJ. This description of potential loss often is precedent and my sense of what best effectuates the referred to by the collective shorthand of "loss of purpose of the statute impel me to conclude that the consortium damages," and may be recovered by the SJC would decide that Pearl McIntyre is not the parents of an adult decedent. See Schultz v. surviving spouse of McIntyre within the meaning of Grogean, 406 Mass. 364, 367-68. 548 N.E.2d 180 the Wrongful Death Statute, and that Emily (1990), McIntyre, his mother, as the next of kin, is the il11 Emily McIntyre testified that she had a "person[ ] entitled to receive the damages close relationship with her son, and that they recovered." enjoyed visiting and conversation over lunch and tea. McIntyre June 16, 2006 Tr. at 40-49, She also 2. Economic Damages testified that McIntyre did odd jobs for her around the house. including mowing the lawn, shoveling jJ_QJ The "fair monetary value of the decedent," snow and building a backyard patio, and that he under the Wrongful Death Statute, is measured in gave her handmade gifts, including a chess set and part by the loss to the recovering party of "the a nativity creche. Id.; see also Christopher McIntyre • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 97 of 124

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Deposition 214-22, Jan. 21, 2005 (made apart of the A separate source of damages in a wrongful trial record). Christopher McIntyre, the co-plaintiff death action is compensation to the estate for the and McIntyre's brother, *117 testified that their decedent"s "conscious suffering." Mass. Gen. Laws "mother's house was always that home port for ch. 229, § 6. The statute provides: John," and that McIntyre kept things of value at her In any civil action brought under section two ... , house. Christopher McIntyre Deposition 59-60. damages may be recovered for conscious suffering resulting from the same injury, but any sum so Based on the foregoing evidence, I find that Emily recovered shall be held and disposed of by the McIntyre has suffered a loss of consortium executors or administrators as assets of the estate of attributable to McIntyre's murder, and therefore is the deceased. entitled to an award for that loss. Such damages, however, are "notoriously difficult to quantify." Id. Havinga v. Crowley Towing and Transp. Co., 24 F.3d 1480, 1484 Ost Cir.1994). There is, after all, Placing its reliance on the phrase "the same injury," "no scientific formula or measuring device that can the United States argues that no award for conscious be applied to place an exact dollar value on suffering should be made. According to the United noneconomic damages .... " Muniz v. Rovira, 373 States, the phrase "same injury" should be F.3d I, 8 Ost Cir.2004). Nevertheless, the amount interpreted narrowly so as to encompass only the • awarded must be the product of "a process of final gun shot that actually caused McIntyre's death, rational appraisal" and based upon "the evidence excluding all of the preceding events. By this adduced at trial." Ruiz v. Gonzalez Caraballo, 929 · argument, the United States would remove from F.2d 31, 35 (] st Cir. l 991}. Taking account of all the consideration any suffering McIntyre endured from facts and circumstances of her relationship with Bulger's efforts to strangle him. McIntyre, as revealed in the record, I find that an award of$ I 00,000 to Emily McIntyre is appropriate In support of its position, the United States cites for her claim of loss of consortium. language from the Massachusetts Appeals Court decision, Gage v. Citv of Westfield, that "the 4, Funeral and Burial E;,;,penses relevant period for purposes of measuring compensation for conscious pain and suffering has Section 2 of the Wrongful Death Statute also consistently been defined in our appellate decisions allows damages for reasonable funeral and burial as commencing with the impact of the fatal injury." expenses. Those expenses were shown by the 26 Mass.App.Ct. 681,696, 532 N.E.2d 62 {1988). plaintiffs to be $ l ,876. See Ex. 4 9, Invoice of The Gage court's ruling was that the Massachusetts Funeral Expenses, Mar. 22, 2000. I award that Wrongful Death Statute does not allow recovery for amount. "pre-impact fright," in that case, for the terror felt by 5. Conscious Suffering the two decedents in the moments before they were hit by a train. The case, however, does not speak to • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 98 of 124

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the question of what events may be characterized as disturbance is genuine and serious. There the "fatal injury." FNIOl may be recovery for such emotional disturbance, even though the emotional FNl02. Respectfully, I am not convinced disturbance does not result in any further that Gage accurately predicts the direction bodily harm. the SJC would follow. First, none of the cases which the eourt in Gage cites in Comment e explains: support of its ruling, 26 Mass.App.Ct. at 696. 532 N.E.2d 62. actually addresses the [This] rule ... is not limited to emotional question of pre-impact fright. See Royal disturbance resulting from the bodily harm lndem. Co. v. Pittsfield £lee. Co .• 293 Mass. itself, but includes also such disturbance 4, 8, 199 N.E. 69 (I 935); Campbell v. resulting from the conduct of the actor. Romanos. 346 Mass. 361. 191 N.E.2d 764 Thus one who is struck by a negligently (1963): Carr v. Arthur D. Lit/le. Inc.• 348 driven automobile and suffers a broken leg Mass. 469. 204 N.E.2d 466 (19651. For may recover not only for his pain, grief, or another, the First Circuit has taken a worry resulting from the broken leg, but different view from the Appeals Court. See also for his fright at seeing the car about to Bullard v. Cent. Vt. Ry., Inc.• 565 F.2d I 93, hit him. • 197 (1st Cir.1977} ( applying Massachusetts law to hold that plaintiffs fright immediately Finally, the holding in Gage is inconsistent preceding being hit by a train was with the acknowledgment by the SJC in compensable mental distress). As the First Kennedv v. Standard Sugar Refinery. 125 Circuit has noted, the SJC gives a "warm Mass. 90, 92 (1878), that mental distress reception" to RESTATEMENT principles, suffered by a person during a 20 foot fall see McC/oskev. 446 F.3d at 269, and the might be compensable if there were holding of the court in f1u/lard. unlike that in evidence of such distress. Kennedy is a Gage, is consistent with principles set forth very old case, to be sure, but what it says in RESTATEMENT (SECOND} OF about pre-injury mental distress has not TORTS § 456 cmts. .c and e. The been overruled or abrogated by the SJC Restatement § 456 comment c states in and is consistent with the foregoing relevant part: principles of the RESTATEMENT.

Where the tortious conduct in fact results *118 I find the argument of the United States as in bodily harm, and makes the actor liable to the injury that caused death largely unreasonable for it, a cause of action is independently in the circumstances of the case. There is no logical established, and there is sufficient reason to compensate a victim who, for example, is assurance that the resulting emotional shot once and experiences three minutes of • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 99 of 124

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conscious suffering before dying from that injury, seconds. McIntyre was not simply waiting; he was but not to provide compensation if, at the end of that being murdered. He was handcuffed, his body three minutes, the wrongdoer shoots the decedent a encircled with chains. The rope around his neck-the second time, causing his instant death. The first instrument applied to the task of accomplishing wrongdoer and those whose liability derives from *119 the murder-undoubtedly caused extreme pain his acts should not benefit because the wrongdoer's and constricted his breathing. Then there was the first attempt at causing the victim's death, during a pain of the handcuffs, which, by that point, had single uninterrupted effort to kill him, caused a great bound him for five or six hours. Applying common deal of suffering, but was not, in itself, successful. sense and logic to the facts of record, I find that after the attempted strangulation began, Mcintyre likely llI] I find that the relevant injury is not as narrowly was in extreme pain throughout his body. It is defined as the United States argues. I find instead reasonable to infer, and I do infer, that when the whole of the physical assaults on Mcintyre by McIntyre did not die right away, Bulger increased Bulger, during the period ofMclntyre's confinement the pressure on the rope, thereby increasing the 0 in the basement at 799 East Third Street, to be a agony experienced by Mclntyre_FN' ' Mcintyre unitary event, undertaken with the single intention vomited and audibly gasped for air, making gagging of causing McIntyre's death. Accordingly, I find that and gurgling sounds. And Mcintyre suffered more the strangulation and shooting of Mcintyre, while he than physical pain. If, as Flemmi testified, Mcintyre • was handcuffed, with chains around his body, suffered mental anguish even before any attempt comprise the "injury" as to which any conscious was made to hill him, the anguish he experienced as suffering is to be considered.'N 103 the attempt began and progressed must have intensified dramatically. He was terrified; he knew FN103. I do not consider, however, what his tormentors intended, and would likely succeed in might have been McIntyre's physical and accomplishing, his murder. He had been an mental distress during all the events that informant, and he would pay the price typically paid transpired from the time that he arrived at by revealed informants. He knew that there would 799 East Third Street until his death, as the be no time for goodbyes to his loved_ ones or for plaintiffs would have me do. putting his affairs in order; for he would not leave that basement alive. It is difficult to im·agine a more The evidence of both McIntyre's consciousness distressing set of circumstances-physically and and his suffering is ample. For a period of about one mentally-than those encountered by Mcintyre during to two minutes, Bulger, an accomplished murderer the minutes preceding his death in the basement of and "a pretty powerful person," as Flemmi put it; 799 East Third Street on November 30, 1984. It was, tried to strangle Mcintyre. In the abstract, one to two as Emily Mcintyre said, torture. See Emily Mcintyre minutes is not a long time. But consider the June 16, 2006 Tr. at 79. I infer that, for McIntyre, annoyance of some motorists at an overlong traffic the one to two minutes of physical and mental pain light, when all they have to do is wait for a period of were an eternity. It is not surprising, therefore, that • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works. Case 1:11-cr-10286-DPW Document 131-3 Filed 06/15/12 Page 100 of 124

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when Bulger offered him the opportunity of a swifter death by a gunshot to the head, McIntyre Based on all of the foregoing, I find that the pleaded for that gruesome, but quick relief from his United States is liable to the plaintiffs for the suffering. It is his "yes, please" that is the most wrongful acts of John Connolly that foreseeably certain evidence of his conscious suffering. caused the death of John McIntyre, in accordance with the Massachusetts Wrongful Death Statute as FN I 04. Indeed, Bulger, apparently follows: exhausted by his efforts to kill McIntyre, had *120 I. $100,000 as damages forloss ofconsortium to lie down after McIntyre was finally dead. for the benefit of Emily McIntyre.

It is difficult, of course, to ascribe a dollar value 2. $1,876 in funeral and burial expenses. to conscious suffering: "converting feelings such as pain, sufferiflg, and mental anguish into dollars is 3. $3,000,000 as compensation for McIntyre's not an exact science." Correa v. Hospital San conscious suffering. Francisco. 69 F.3d 1184, 1198 (I st Cir.1995). Under the circumstances described above, however, SO ORDERED . I find that a reasonable award is $3 million. As factfinder, I am "free to run the whole gamut of D.Mass.,2006. • euphonious notes" to set the award "at the highest or lowest points for which there is a sound evidentiary McIntyre v. U.S. predicate" so long as the award is "a rational 447 F.Supp.2d 54 appraisal or estimate of the damages" based on that END OF DOCUMENT evidentiary predicate. Milone v. Moceri Family. Inc .. 847 F.2d 35, 37 (I st Cir.1988). Needless to say, my judgment is that, in making the award-applying common sense and experience to the evidence-I have followed this course. See Campbell v. Diguglielmo. 148 F.Supp.2d 269, 276 (S.D.N. Y.200 I) (finding it reasonable for a jury to have awarded $2.5 million in damages for conscious suffering where the decedent was fatally shot after a parking dispute, saw the gun before he was shot, looked horrified and grimaced at passersby during the short time that he was conscious after he was shot).

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Westlaw. Page I 545 F.3d 27 • (Cite as: 545 F.3d 27) H murdered victim was an act of the kind that United States Court of Appeals, agent had been hired to perform, and First Circuit. , (2) sufficient evidence supported District Emily McINTYRE, as Administrator of the . Court's finding that agent's revelation had ESTATE OF John L. McINTYRE; Chris­ been motivated at least in part by desire to topher McIntyre, in His Capacity as Co­ advance FBI's agenda. · Administrator of the Estate of John L Mclntrye, Plaintiffs, Appellees/ Affirmed and remanded. Cross-Appellants, v. West Headnotes UNITED STATES of America{ Defendant, Appellant/Cross-Appe lee, H. Paul Rico; John Morris; John J. Con­ [l] United States 393 ~78(14) nolly, Jr.; Roderick Kennedy; Robert R. Fitzpatrick; James Ring; James W. Green­ 393 United States leaf; James Ahearn; Kevin J. Weeks; James 393V Liabilities J. Bulger; Stephen J. Flemmi; John Doe 393k78 Torts Number 1-50; Federal Bureau oflnvestiga­ 393k78(14) k. Place of injury and tion; Lawrence Sarhatt; John V. Martorano; law governing. Most Cited Cases Richard F. Bates; Joseph Yablonsky; James To succeed on claim under Federal Tort F. Scanlon; Dennis F. Creedon; Thomas J. Claims Act (FTCA) based on wron&ful act Daly, Defendants, or omission of federal employee while act­ ing within scope of his employment, Nos. 07-1663, 07-1664. r.laintiff must satisfy standard for tort liab­ Heard March 3, 2008. ility of state where act or omission oc­ • Decided Oct. 16, 2008. curred. 28 U.S.C.A. § 1346(b)(l). Background: Family of murder victim (2) Negligence 272 ~202 brought wrongful death action against United States under Federal Tort Claims 272 Negligence Act (FTCA), seeking damages due to mur­ 2721 In General derers' role as Federal Bureau of Investiga­ 272k202 k. Elements in general. tion (FBI) informants. Following bench tri­ Most Cited Cases al, the United States District Court for the Under Massachusetts law, tort plaintiff District of Massachusetts, Reginald C. must show that: (1) defendant owed him a Lindsay, J., 447 F.Supp.2d 54, entered duty; (2) defendant breached that duty; (3) judgment for family, and government ap­ breach constituted proximate cause of en­ pealed. suing hann; and ( 4) breach caused actual Injury. Holdings: The Court of Appeals, Lipez, Circuit Judge, held that: [3] United States 393 '8=78(14) (1) agent's revealing victim's name to two orgamzed-crime informants who then 393 United States 393 V Liabilities 393k78 Torts 393k78(14) k, Place of injury and • © 2012 Thomson Reuters. No Claim to Orig. US Gov. Works.

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Page2 545 FJd 27 (Cite as: 545 F.3d 27) • law governing. Most Cited Cases 23 lH Labor and Employment Whether federal employee is acting 231 HXVIII Rights and Liabilities as to within scope of his employment for pur­ Third Parties poses of Federal Tort Claims Act (FTCA) 231HXVIIl(B) Acts of Employee 1s determined by law of state in which rel­ 23 IHXVIII(B)l In General evant conduct occurred. 28 U.S.C.A. §§ 231Hk3044 Scope of Employ- 1346(b)(l), 2671 et seq. ment 231Hk3049 Authority [4] Labor and Employment 231H €:= 231Hk3049(1) k. In 3045 general. Most Cited Cases Under Massachusetts law, if com­ plained-of employee's act was ""ithin scope 231 H Labor and Employment of employee's authority, employer will be 231 HXVIII Rights and Liabilities as to liable, even though act consl!tuted abuse or Third Parties excess of authonty conferred. Restatement 23 JHXVIII(B) Acts of Employee (Second) of Agency § 230. 231HXVlll(B)l In General 231Hk3044 Scope of Employ­ ment [7] Federal Courts 170B €=776 · 231Hk3045 k. In general. Most Cited Cases · 170B Federal Courts Under Massachusetts law, employee's 170B VIII Courts of Appeals conduct is within scope of his or her em­ I 70BVIII(K) Scope, Standards, and ployment if: (I) it is of the kind employee Extent was hired to perform; (2) it occurs within 170BVIII(K) I In General authorized time and space limits; and (3) it 170Bk716 k. Trial de novo . is motivated, at least m part, by purpose to Most Cited Cases serve employer. • Federal Courts 170B €=863 [5] Labor and Employment 231H €:= 3045 170B Federal Courts 170BVIII Courts of Appeals 231 H Labor and Employment 170BVIII(K) Scope, Standards, and 231 HXVIII Rights and Liabilities as to Extent Third Parties l 70BVIII(K)5 Questions of Fact, 23 IHXVIII(B) Acts of Employee Verdicts and Findings 23 lHXVlll(B) 1 In General 170Bk855 Particular Actions 231Hk3044 Scope of Employ­ and Proceedings, Verdicts and Findings ment I 70Bk863 k. Federal Tort 231Hk3045 k. In general. Claims Act cases. Most Cited Cases Most Cited Cases On appeal from district court's finding Under Massachusetts law, employee's in Federal Tort Claims Act (FTCA) smt scope of employment is not construed re­ that FBI agent had acted within scope of strictively. his employment when he breached duty owed to murder victim, Court of Appeafs [6] Labor and Employment 231H €:= reviewed scope-of-employment determina­ tion de novo, and reviewed underlying fac- 3049(1)

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• tual findings, including the court's determ­ to a~vance FBI's agenda, as required to ination of agent's motive, for clear error. 28 find m turn that agent's action was within U.S.C.A. §§ 1346, 2671 et seq. his scope of employment under Massachu­ setts law and could serve as basis for vic­ (8) United States 393 C:=>78(13) tim's family's Federal Tort Claims Act (FTCA) wrongful death suit; regardless of any lersimal gain to agent, revelation 393 United States woul reinforce agent's relationship with 393V Liabilities organized-crime informants, who were 393k78 Torts valuable sources to FBI. 28 U.S.C.A. §§ 393k78(13) k. Scope of office or 1346(b)(l); M.G.L.A. c. 229, § 2. employment; line of duty. Most Cited Cases FBI agent's revealing informant's name to two organized-crime informants with *29 Thomas M. Bondy, Attorney, Appel­ whom agent had long relationship, leading late Staff, Civil Division, U.S. Department to first mformant's murder, was an act of of Justice, with whom Peter D. Keisler, As­ the kind that agent had been hired to per­ sistant Attorney General, Jeffrey S. form, as required to find that it was within Bucholtz, Acting Assistant Attorney Gen­ agent's scope of employment under Mas­ eral, Jonathan F. Cohn, Deputy Assistant sachusetts law and could serve as basis for Attorney General, Steven I. Frank and victim's family's Federal Tort Claims Act Jonathan H. Levy, Attorneys, Appellate (FTCA) wrongful death suit; FBI Staff, Civil Division, U.S. Department of hea~quart~rs rou~nely treated a_gent's or­ Justice, were on brief, for appellant/ gan1zed-cnme mformants with "kid cross-appellee. gloves" because of their value, including ignoring criminal activities, and had taken William E. Christie, with whom Steven M. no action against agent when told of previ­ Gordon and Shaheen & Gordon, P.A., were ous leaks by !um. 28 U.S.C.A. §§ on brief, for appellees/cross-appellants. 1346(b)(l); M.G.L.A. c. 229, § 2; Restate­ • ment (Second) of Agency § 229(2). Before LIPEZ · and HOW ARD, Circuit [9] United States 393 C:=>141(8) Judges, and BESOSA,FN' District Judge.

393 United States 393IX Actions FN* Of the District of Puerto Rico 393kl41 Evidence sitting by designation ' 393k!41(5) Weight and Suffi- ciency 393kl41(8) k. Torts. Most LIPEZ, Circuit Judge. Cited Cases This case is another chapter in the saga Sufficient evidence supported trial of the relationship between the FBI's Bo­ court's finding that FBI agent who revealed ston Office and two organized crime fig­ informant's name to two organized-crime ures, James "Whitey" Bulger and Stephen informants with whom agent had long rela­ Flemmi, whose unlawful, violent conduct tionship, leading to first informant's in that city spanned three decades. Follow­ murder, had acted at least in part by desire ing an eighteen-day bench trial featuring nine witnesses and thousands of pages of exhibits, the district court concludea that

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• former FBI agent John Connolly was act­ the scope of employment issue at the heart ing within the scope of his employment of this case. However, we assume the read­ when he leaked the identity of an inform­ er's familiarity with all of the district ant, John McIntyre, resulting in McIntyre's court's factuaf findings, which have not brutal murder by Bulger, Flemmi and their been challenged by the government on ap­ associates in the notorious . Winter Hill peal. Our precis borrows liberally from the Gang. The court consequently awarded district court's well stated recitation, as McIntyre's estate aJ?proximately $3 .I mil­ well as from our O\~n prior opinions. lion in damages agamst the government un­ der the Federal Tort Claims Act (FTCA), A. Connolly's Official Role with Bulger 28 u.s.c. § 1346. andFlem1m Bulger and Flemmi were informants for The government has appealed, arguing the FBI' s Boston office at various times that Connolly was a ro_gue agent whose dis­ during a period of more than twenty-five closure of McIntyre's identity violated fun­ years. Flemmi was first recruited in 1964 damental FBI policies and was beyond any and Bulger in 1971, and both men rrovided rational view of conduct falling within the information off and on unti 1990. scope of his employment. We reject the McIntyre, 447 F.Supp.2d at 73. They were government's position. We affirm the judg­ considered particularly valuable sources ment of the district court. for the office's high-priority investigation of the Boston branch of La Cosa Nostra I. ("LCN").'m Although they were mem­ The district court meticulously set out bers of the competing Winter Hill Gang, the factual background of this case, detail­ Bulger and Flemmi frequently consorted ing*30 the decades of history concerning with LCN members "and purported to Bulger's and Flemmi's involvement with transmit inside information to the FBI con­ the FBI in Boston and, in particular, the ceruing organized crime activities in New pair's relationship with Connolly. See England." Connolly, 504 F.3d at 210. The • McIntyre v. United States, 447 F.Supp.2d Boston LCN investigation proved fruitful, 54, 62-104 (D.Mass.2006). Parts of that leading to the 1983 arrests and 1986 con­ more than 40-page history also have been victions of the leading figures of the Bo­ reported in other opinions that we have is­ ston branch, Gennaro Angiulo and Illario sued, including our decision affirming Zannino, as well as other LCN members. Connolly's conviction on charges stemming McIntyre, 447 F.Supp.2d at 63. from his efforts to facilitate Bulger's and Flemmi's criminal activities and to protect FNL As the district court related, them and their associates from arrest and "r dluring the late 1970s and early prosecution. See United States v. Connolly, 1<)$'Os, the stated national priority of 504 F.3d 206 (1st Cir.2007); McIntyre v. the FBI's Organized Crime Program United States, J67 F.3d 38 (1st Cir.2004); was the takedown of Cosa Nostra." United States v. Connolly, 341 F.3d 16 Ost 447 F.Supp.2d at 62 (citing Ex. 69, Cir.2003). Unable to improve on the dis­ April 1980 Memo from Director, trict court's exhaustive review of the re­ FBI to Attorney General, at 17) cord, wc provide here only a summary of ("The majority of resources, both the facts essential to an understanding of investigative and prosecutorial,

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Page 5 545 F.3d 27 (Cite as: 545 F.3d 27) • should continue to be expended and refuse to meet with him absent Connolly's directed against LCN, the most intervention"); id. at 98 ("Bulger and powerful of the organized crime Flemmi communicated almost exclusively groups, as it rel?resents a greater with Connolly, and they refused to work threat to this nat10n than all other with any other handler."). When Connolly organized crime groups com­ retired suddenly in 1990, Bulger and bined."). The Boston LCN branch Flemmi were immediately closed as in­ was likewise "the number one prior­ formants. Id ity of the Organized Crime Program in the Boston Division of the FBI ... FN2. Connolly was assigned to the in the I 970s and early 1980s." Id at Boston Office's C-3 Squad, which 62-63 {citing, inter alia, Ex. 110, worked solely on organized crime, April 1981, Addendum of Super­ from October 1973 until March visor Morris) ("Consistent with the 1988. Id at 64-65. national priority, the LCN is the primary target of the Organized B. Connolly's Collaboration with Bulger Crime Program in the Boston Divi­ and Flemmi sion."); see also Tr. Day 6, at 55 At some point, the relationship between (Testimony of Robert Fitzpatrick, Connolly and his two informants turned il­ Assistant Special Agent in Charge licit. A grand jury indicted Connolly in ("ASAC") of the Boston Office, ac­ 2000 on charges of racketeering, obstruc­ knowledging that LCN "was the tion of justice, conspiracy and making a number one priority" in the office). false statement, alleging that he · had provided protection, the identities of in­ Connolly, who joined the FBI in 1968, formants, and other assistance to Bulger served as Bulger and Flemmi's "handler" and Flemmi in exchange for bribes and fa­ during most of their tenure as FBI inform­ vors.FN' He was convicted in 2002 and ants, beginning in 1975. Connolly, 341 sentenced to 121 months in _prison.n" We • F.3d at 20; McIntyre, 447 F.Supp.2d at twice rejected his appeals. See Connolly, 73-74.'"' In that capacitv, he met witlj 504 F.3d 206; Connolly, 341 F.3d 16. them regularly and controlled other agents access to them. Rarely did other FBI agents FN3. Through the years, Connolly talk with the two men outside of Connolly's received more than $200,000 in presence. See, e.g., id. at 87 *31 (stating cash and gifts from Bulger and that Connolly served ~ an intermediary Flemmi. 447 F.Supp.2d at 110 with ~Ull!,er and Flemm1 for ot:h_er agents (citing Flemmi's tes!Jmony, Tr. Day investlgatmg several murders);_ 1d. at 90 2, at 98; Day 3, at 82-83). (noting that the Boston office reJected a re­ quest that Bulger and Flemmt be inter­ viewed in connection with two murders FN4. At the conclusion of a three­ "upon instructions from FBI Headquarters week trial, a federal jury found him that no one other than Connolly" should in­ guilty of one count of racketeering, terview them); id. at 91 ~noting Agent two counts of obstruction of justice, Montanari's belief that 'Bulger and and one eount of making false state­ Flemmi, 'as informants of an agent' would ments. Connolly, 341 F.3d at 19. Among Connolly's tnisdeeds was dis-

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Page6 545 F.3d 27 (Cite as: 545 F.3d 27) • closure of the names of at least two inform­ ger provided weapons for the ants, before the McIntyre episode, both of killing, and Martorano shot him whom were murdered by Flemmi, Bulger outside his country club in Tulsa, or their associates shortly after the leaks. Oklahoma on May 27, 1981. Tr. Flemmi stated that, in December 1976, Day 2, at 21-22 (Flemmi testi­ Connolly told Bulger that a bookmaker mony); Ex, 3, at 10. Wheeler was who did business with the Winter Hill the owner of World Jai Alai 11,ang, Richard Castucci, had been cooperat­ ("WJA''), a business that operated ing with the FBI. Tr. Day 1, at 90-91; Ex. 3 in Florida and Connecticut. He had at 7 (Agreed Statement of Facts in United drawn the wrath of the Winter Hill States v. James J. Bulger, Stephen J. gang by refusing to sell the business Flemmi, Michael S. Flemmi, No. 99-10371, to John Callahan, who was the 2001 WI. 35817090 (D.Mass. May 23, former president of WJA and had 2001)). Castucci was shot to death by lost his license to operate a parimu­ members of the grouQ. later that month.'"' tual betting business in Connecticut A second informant, Edward "Brian" Hal­ because of his relationship with "his loran, approached the FBI in early 1982 gangster friends," including mem­ with information about the Winter Hill bers of the Winter Hill gang. Gang and their possible involvement the McIntyre, 447 F.Supp.2d at 81 prev10us year in the murder in Tulsa, Ok­ (citing Ex. 3); see also Tr. Day 2, at lahoma, of a businessman named Roger 20 (Flemmi testimony). Wheeler.'"' Among other information, Halloran told Agent Leo Brunnick that FN7. Brunnick's memo further Bulger and Flemmi met with Connolly on a states that the "pipeline" was "not weekly basis and that the two men *32 necessarily Connolly" and that Hal­ "had a 'pipeline into the Boston Office.' " loran had "no information or indica­ '"' 447 F.Supy.2d at 83 (citing Ex. 84, tion that Connolly is furnishin~ any Memo from Brunnick). Sometime before information to Stevie or Whitey.' • May 11, 1982, Connolly told Bulger of Halloran's cooperation. Tr. Day 2, at 34-35 FN8. As the district court observed, (Flemmi testimony). Bull!,er shot and killed Donahue's killing appears to be a Halloran and an associate, Michael Do­ classic case of being "in the wrong nahue, on May 11, as they were leaving a place at the wrong time." 44 7 restaurant in Boston. 447 F.Supp.2d at 86. F.Supp.2d at 86. ''" Agents at the FBI's Boston Office and FN5. Flemmi testified that John at FBI Headquarters suspected that Bulger Martorano shot Castucci in the · and Flemmi were involved in the Wheeler, head, and that Flemmi and Bulger Halloran and Donahue murders. 447 disposed of the body. Tr. Day I, at F.Supp.2d at 84-86. Indeed, Halloran had 93-94. told Agent Brunnick and his partner, Agent Gerald Montanari, that Bulger, Flemmi and FN6. The Winter Hill associates Callahan "" were responsible for_plotting were, in fact, responsible for \\/heeler's murder and that he, Kalloran, Wheeler's murder. Flemmi and Bui- had been paid $20,000 to keep quiet about it. Id. at 82-83 ( citing Ex. 27, Memo from

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• McWeeney); Tr. Day 15, at 18 (Montanari FN 11: The FB_I's rules regarding the testimony). He also told the agents· that handlmg of mformants, contained Martorano-the gunman-might be using Cal­ in Section 13 7 of the agency's lahan's Fort Lauderdale condominium as a Manual of Investigative Operations safe-house. Id at 83. All of Halloran's in­ and G_uidelines ("MI OG"), required formation was passed along to FBI supervtsors to make wntten find­ H~adquarters. id. at 84. Althouih some de­ i~gs on the "suitability" of an indi­ tails of Halloran's story were uwestigated vidual to serve as an informant. Ex. "inexplicably, the Boston Office never fol~ 6, § 137-17(1) (Attorney General's lowed up on Halloran's claim that Martor­ Guidelines on FBI Use of Inform­ ano, the reported shooter in the Wheeler ants and Confidential Sources, Part murder and a federal fugitive, was hidin~ D(1)(1981)). Although the out at Callahan's condommium in Florida. Guidelines allow use of informants Id. at 85. who are involved in criminal activ­ ity, the crimes must not be "of a FN9. See supra note 6. serious nature." 447 F.Supp.2d at 68 ( citing Guidelines at Part G(2)). In the last week of May 1982, meetings If a field office learned that an in­ to discuss the Wheeler and Halloran formant · had participated in a killings took place in Washington and Bo­ "serious act of violence " it was re­ ston. At the Washington meeting, agents quired to notify FBI Headquarters from Boston, Miami and Oklahoma City and only the Director or a "senior as well as officials from FBI Headquarters: Headquarters official" could ap­ acknowledged that Bulger and Flemmi prove the continued use of such an were suspects in the cases, but a decision informant-after consultation with was made to retain them as "open" inform­ the Assistant Attorney General in ants because the allegations against them charge of the Criminal Division. Id were unsubstantiated and they were ex­ at 69-70 ( citing Guidelines at Part • tremely valuable assets in the LCN invest, G(3) ). Throughout their tenure as igation. Id. at 87 (citing Ex. 30, May 25, informants, Flemmi and Bulger 1982 Memo from ASAC Fitzpatrick to were "closed"-i.e., terminated as m­ formants-and re-opened multiple Special Agent in Charge ("SAC") times. Id. at 74 n. 35 (giving a chro­ La'\:I.Tence Sarhatt); Tr. Day 9, at 59-60 nology of Bulger's and Flemmi's (fitzpatrick testimonv)."''° If the suspi­ opemngs and closings as informants cions had been confirmed, agency policy bt:tween 1964 and 1990). At least would have prevented their retention as in­ with respect to Flemmi, a closing formants without authorization from the had little effect; he was treated as highest levels of the FBI and Justice De­ an informant regardless of his offi­ partment.'"', cial status. Id. at 74. FNIO. Fitzpatrick testified that, des­ pite his view that Bulger, at least, *33 At a follow-up meeting two days should be closed as an informant, later in Boston, Connolly-who had not "everyone at headquarters thought been at the meeting in Washington-was in­ he s