PRELIMINARY OFFICIAL STATEMENT DATED JULY 26, 2018 NEW ISSUE - BOOK-ENTRY ONLY Ratings: (See “Ratings” herein) In the opinion of Bond Counsel, based on existing statutes and court decisions and assuming the continuing compliance with certain covenants and procedures relating to requirements of the Internal Revenue Code of 1986, as amended (the “Code”), interest on the Series A Bonds is excluded from gross income for federal income tax purposes and is not treated as an item of tax preference for purposes of computing the federal alternative minimum tax. Interest on the Series A Bonds may be includable in the calculation of certain taxes under the Code, including the federal alternative minimum tax imposed on certain corporations for tax years beginning before January 1, 2018. In the opinion of Bond Counsel, under existing law, interest on the Series B Bonds is included in gross income for federal income tax purposes pursuant to the Code. In the opinion of Bond Counsel, based on existing statutes, interest on the Bonds is excluded from Connecticut taxable income for purposes of the Connecticut income tax on individuals, trusts and estates, and is excluded from amounts on which the net Connecticut minimum tax is based in the case of individuals, trusts and estates required to pay the federal alternative minimum tax. See “Tax Matters” herein. $218,030,000* CITY OF NEW HAVEN, CONNECTICUT GENERAL OBLIGATION BONDS, ISSUE OF 2018 CONSISTING OF $58,030,000* GENERAL OBLIGATION BONDS, SERIES A $160,000,000* GENERAL OBLIGATION REFUNDING BONDS, SERIES B (FEDERALLY TAXABLE) Dated: Date of Delivery Due: August 1, as shown herein The $218,030,000* City of New Haven, Connecticut General Obligation Bonds, Issue of 2018 consisting of $58,030,000* General Obligation Bonds, Series A (the “Series A Bonds”) and $160,000,000* General Obligation Refunding Bonds, Series B (Federally Taxable) (the “Series B Bonds” and, together with the Series A Bonds, the “Bonds”) will be general obligations of the City of New Haven, Connecticut (the “City”) and the City will pledge its full faith and credit to pay the principal of and interest on the Bonds when due. See “AUTHORIZATION AND PURPOSE - Security and Remedies” and “- Plan of Refunding” herein. The Series A Bonds are being issued to finance various public improvements, and school and urban renewal projects as more fully described herein. The Series B Bonds are being issued to refund all or a portion of certain of the City’s outstanding general obligation bonds as more fully described herein. The Bonds will bear interest payable on February 1, 2019 and semiannually thereafter on August 1 and February 1 in each year until maturity or earlier redemption, as applicable. (See “AUTHORIZATION AND PURPOSE - Security and Remedies” and “- Plan of Refunding” herein.) The Bonds will mature on the dates and in the amounts, and bear interest from the date of delivery at the rates, all as shown on the inside front cover hereof. See “AUTHORIZATION AND PURPOSE - Description of the Bonds” herein. The Bonds are issuable only as fully registered bonds, without coupons, and when issued, will be registered in the name of Cede & Co., as Bondowner and nominee for The Depository Trust Company, New York, New York (“DTC”). DTC will act as securities depository for the Bonds. Purchases of the Bonds will be made in book-entry only form, in denominations of $5,000 or any integral multiple thereof. Purchasers will not receive certificates representing their ownership interest in the Bonds. So long as Cede & Co. is the Bondowner, as nominee of DTC, reference herein to the Bondowner or owners shall mean Cede & Co. as aforesaid, and shall not mean the Beneficial Owners (as described herein) of the Bonds. Principal of and interest on the Bonds will be made by the City or its agent directly to DTC. See “AUTHORIZATION AND PURPOSE - Book-Entry Only System” herein. The Bonds are subject to redemption prior to maturity as more fully described herein. The Certifying Agent, Registrar, Transfer Agent, Escrow Agent, and Paying Agent for the Bonds will be U.S. Bank National Association, Hartford, Connecticut. This cover page contains information for quick reference only. It is not a summary of this issue. Investors must read the entire Official Statement, including the Appendices, which are an integral part hereof, to obtain information essential to making an informed investment decision regarding the Bonds. The Bonds are offered for delivery when, as and if issued by the City and received by the Underwriters subject to the final approving opinions of Robinson & Cole LLP, Hartford, Connecticut, Bond Counsel. Certain legal matters with respect to the Bonds will be passed upon for the City by Dentons US LLP, New York, New York, Disclosure Counsel. Certain legal matters with respect to the Bonds will be passed upon for the Underwriters by their counsel, the Hardwick Law Firm, LLC, Hartford, Connecticut, Underwriters’ Counsel. It is expected that delivery of the Bonds in book-entry form will be made to DTC on or about August 9, 2018. Loop Capital Markets Stern Brothers & Co. Ramirez & Co., Inc. Raymond James Official Statement dated August ___, 2018. This Preliminary Official Statement and the information contained herein are subject to completion, amendment, or other change without notice. Under no circumstances shall this Preliminary Official Statement constitute an offer to buy, nor buy, Under no circumstances shall this Preliminary to Official Statement constitute an offer This Preliminary contained herein are subject to completion, amendment, or other change without notice. Official Statement and the information This Preliminary Official Statement is in a jurisdiction. prior of any or qualification under the securities to registration be unlawful law solicitation or sale would sale of these securities jurisdictionshall there be any in any in which such offer, completion and amendment in a final Official Statement. for the purposesbut is subject to revision, deemed final as of this date of SEC Rule 15c2-12(b)(1), form * Preliminary, subject to change. $218,030,000* CITY OF NEW HAVEN, CONNECTICUT GENERAL OBLIGATION BONDS, ISSUE OF 2018 MATURITY SCHEDULE $58,030,000* GENERAL OBLIGATION BONDS, SERIES A Dated: Date of Delivery Due: August 1, as shown below Principal Interest Principal Interest Maturity* Amount* Rate Yield CUSIP** Maturity* Amount* Rate Yield CUSIP** 2021 $3,425,000 2030 $3,405,000 2022 3,425,000 2031 3,405,000 2023 3,425,000 2032 3,405,000 2024 3,425,000 2033 3,405,000 2025 3,425,000 2034 3,405,000 2026 3,420,000 2035 3,405,000 2027 3,420,000 2036 3,405,000 2028 3,420,000 2037 3,405,000 2029 3,405,000 $160,000,000* GENERAL OBLIGATION REFUNDING BONDS, SERIES B (FEDERALLY TAXABLE) Dated: Date of Delivery Due: August 1, as shown below Principal Interest Maturity* Amount* Rate Yield CUSIP* 2027 $ 3,495,000 2028 14,220,000 2029 18,580,000 2030 24,155,000 2031 27,560,000 2032 31,760,000 2033 36,300,000 2034 3,930,000 * Preliminary, subject to change. ** The above CUSIP (Committee on Uniform Securities Identification Procedures) numbers have been assigned by an organization not affiliated with the City, the Underwriters or the Municipal Advisors, and such parties are not responsible for the selection or use of the CUSIP numbers. The CUSIP numbers are included solely for the convenience of bondholders and no representation is made as to the correctness of such CUSIP numbers. CUSIP numbers assigned to securities may be changed during the term of such securities based on a number of factors including, but not limited to, the refunding or defeasance of such issue or the use of secondary market financial products. None of the City, the Underwriters or the Municipal Advisors have agreed to, and there is no duty or obligation to, update this Official Statement to reflect any change or correction in the CUSIP numbers set forth above. CITY OF NEW HAVEN MAYOR Toni N. Harp MAYOR’S CABINET Michael Gormany, Acting Budget Director Daryl H. Jones, Controller Michael Carter, Chief Administrative Officer John Rose, Jr., Corporation Counsel Matthew Nemerson, Economic Development Administrator BOND COUNSEL MUNICIPAL ADVISORS Robinson & Cole LLP PFM Financial Advisors LLC Hartford, Connecticut Providence, Rhode Island DISCLOSURE COUNSEL TKG & Associates LLC New York, New York Dentons US LLP New York, New York Query & Associates Philadelphia, Pennsylvania INDEPENDENT AUDITORS RSM, US, LLP New Haven, Connecticut No dealer, broker, salesman or other person has been authorized by the City of New Haven, Connecticut (the “City”) to give any information or to make any representations other than as contained in this Official Statement and, if given or made, such other information or representations must not be relied upon as having been authorized by the foregoing. This Official Statement does not constitute an offer to sell or the solicitation of an offer to buy nor shall there be any sale of the Bonds by any person in any jurisdiction in which it is unlawful for such person to make such offer, solicitation or sale. Statements in this Official Statement that are not historical facts are forward-looking statements based on current expectations of future events and are subject to risks and uncertainty. Actual results could differ materially from those expressed or implied by such statements. The City therefore cautions against placing reliance on the forward-looking statements included in this Official Statement. All forward- looking statements included in this Official Statement are made only as of the date hereof and none of the City, the Underwriter, or the City’s advisors assume any obligation to update any forward-looking statements made by the City or on its behalf as a result of new information, future events or other factors.