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1 Published by BBL & BWL, LLC / Produced by Athenry Media © 2018 BBL & BWL, LLC Alexandria, Virginia All rights reserved. No part of this book may be reproduced or modified in any form, including photocopying, recording, or by any information storage and retrieval system, without permission in writing from the publisher. 2 Table of Contents Foreword ........................................................................................................................................... 4 Part 1: Lessons on Success Jon Lovett .......................................................................................................................................... 6 Adam Carolla .................................................................................................................................... 8 Mitch McConnell ............................................................................................................................. 10 David Axelrod ................................................................................................................................... 11 Tucker Carlson ................................................................................................................................. 13 My Mom ............................................................................................................................................ 15 Part 2: Lessons on Relationships Sebastian Junger ............................................................................................................................... 18 Megan McCardle .............................................................................................................................. 20 Joe Trippi ........................................................................................................................................... 22 Ana Marie Cox ................................................................................................................................. 24 Part 3: Lessons on Lifestyle Andy Crouch .................................................................................................................................... 27 Bee Wilson ........................................................................................................................................ 29 Courtney Carver .............................................................................................................................. 31 Daniel H. Pink .................................................................................................................................. 33 Donald Rumsfeld ............................................................................................................................. 35 Erick Erickson .................................................................................................................................. 37 Matt Lewis Biography ..................................................................................................................... 39 3 Foreword For almost a decade now, I have been interviewing interesting people (authors, entertainers, thinkers, writers, and newsmakers) on my Matt Lewis and the News podcast. (I lost count of how many a long time ago, but the number has to be in the neighborhood of 1,000 conversations.) Some of the people I have interviewed have shared insight or advice that is both timeless and relevant. This eBook contains some of the best life and leadership tips I have gleaned from podcast guests over the years. I have incorporated these lessons into my life and career, and I thought you might find them useful, too. Thank you to the guests who have appeared on the podcast—and to the people who financially support these interviews on Patreon. Lastly, a special thanks to my wife Erin (for putting up with me), Thomas LaDuke of FTR Radio (who edits and produces the podcast), and Kristi Speights (who edited this eBook). Best, Matt K. Lewis 4 P Part 1: Lessons on Success 5 Jon Lovett On Dreaming Big Youthful naiveté isn’t always a good look. However, it might just be a prerequisite for becoming wildly successful. This occurred to me when I talked with Jon Lovett in 2014. Before co-hosting Pod Save America, hosting Lovett or Leave It, and helping found Crooked Media, Jon Lovett worked as a stand-up comedian, presidential speechwriter, television producer, and screenwriter. During a podcast discussion, we delved into the lessons he has learned along the way. After all, not everybody can parlay a stand-up career into a successful stint as speechwriter for Hillary Clinton and Barack Obama. And not everybody can parlay that into post-Obama fame. At every step along the way, Lovett has dared to dream big. “There’s a great Steve Martin line from his book ... it’s something along the lines of, ‘Delusions of grandeur are great to help you get between the moments of genuine inspiration,’” he said. “I always think about that,” he continued, “because I love a delusion of grandeur. And if you talk to any writer [in Hollywood], they vacillate between believing that they’ve just failed out of the business and ... in their minds, they’re accepting Emmys by the dozen. Those are the two settings for people, I think.” Cynicism comes easily to people who have spent years in the same profession. No matter your dream or ambition, you pay your dues to achieve it. In imparting wisdom to others, we may inadvertently squelch their ambition and enthusiasm. Until I was in my 30s, I managed to preserve a similar irrational faith in my future success. I was wide-eyed and optimistic and ... stupid. I was going to be a professional baseball player ... a musician ... a political commentator. But guess what? I wouldn’t be doing what I’m doing today if I had been realistic about my chances of success in this crazy business. 6 Matt Lewis and the Newsmakers Don’t get me wrong. Losing touch with reality can be dangerous. It opens you up to huge disappointments and the potential for being scammed or exploited. On the other hand, taking on any great challenge—no matter how noble the cause—requires a bit of delu- sion. As G.K. Chesterton put it, “a perfectly rational lover would never get married” and “a perfectly rational army would run away.” There’s no way I would have persevered in this career without at least a little bit of irrational exuberance. Part of success involves humility and realistic expectations. Leaps of faith are required, as well as a desire to prove skeptics wrong. Take it from Jon Lovett (and Steve Martin), and embrace at least a few delusions of grandeur. And if you’re a parent or a mentor, make sure to tolerate (nurture!) it in others. 7 Adam Carolla On Doing It for Free Way back in 2011, comedian Adam Carolla appeared on my podcast to support his then- new book, In 50 Years We’ll All Be Chicks. Carolla’s transition from carpenter to famous comedian, podcaster, and author fascinated me. How many comedians start out by installing carpeting? How many get their big break thanks to working as a boxing trainer (who happened to help train a young Jimmy Kimmel)? Clearly, this guy understood the value of hard work. More to the point, I asked him about the importance of being willing to work for free to break into an industry. Regarding the millions of dollars he’s making now: “I’m being paid back for all the years that I paid money to take classes at the Groundlings [a school for improvisational and sketch comedy] and paid money to be part of the ACME theater–and, certainly, the ten years of basically pro-bono comedy work,” said Carolla. “All these open mics. All this standing in line just to perform for three minutes. This is what I’m being paid back for.” Carolla didn’t stop doing it for free, once he turned pro. “For everything I do [that gets released to the public],” he said, “I bet you there’s two things—you know, there’s a script I’m working on, there’s a meeting I had, there’s a proposal that we’re putting together—that turn out to be nothing.” “Even at this level,” Carolla said, “half the crap I do never sees the light of day.” The apparent surface cynicism belies his obvious enthusiasm. Carolla has built a successful career in comedy and entertainment because his passion for reaching his current level eclipsed his desire for short-term monetary gains. His story also emphasizes that much of the work that contributes to success happens behind the scenes. 8 Matt Lewis and the Newsmakers I’m not nearly as famous as Adam Carolla, but his advice rings true to me. My first writing gig was at Human Events Online, where I started off blogging for free. I then got hired to be the Director of Operations at Townhall.com. In that capacity, I negotiated (as a condition of my accepting the job offer) the ability to blog on their site. That’s right: Writing for them wasn’t something they were initially paying me to do—it’s something I essentially was given as a fringe benefit. Today, even though I get paid to write columns and appear on TV, I still do lots of stuff for free. My podcast, Matt Lewis & The News, is lucky to break even. I am not paid for doing radio or podcast interviews or for appearing on the Bloggingheads.T V show “The DMZ.” I’m not paid for all the time I spend on social media to promote my columns or TV appearances. Nor am I paid for the numerous book proposals I have written in vain. If you’re looking to break into show business (and politics has been called “Hollywood for ugly people”), take Adam Carolla’s