Reasonably Happy with Paul Ollinger

Today’s guest is Vitaliy Katsenelson. He's an investor, writer and author of the new book ‘Soul in the Game : The Art of a Meaningful Life’. Nassim Nicholas Taleb, the author of The Black Swan calls the book deep, insightful, inquisitive and civilized, which is a pretty good description of Vitaliy himself. 
In this episode we discuss what it was like growing up in Russia, north of the Arctic Circle, how America did and did not fit with his expectations, which were set by all the American movies he had seen before he arrived at age 18. Whether rich people are actually happier, what we can learn about careers in comparison from Franz Schubert and Beethoven, what it means to be a student of life, and what may or may not happen in Ukraine. We recorded this conversation in June (2022). This is coming out in July, so I can't say what has or hasn't happened in the meantime. Just so you know. 

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Follow Vitaliy
Twitter - https://twitter.com/vitaliyk
Website - https://contrarianedge.com/
Link to book - ‘Soul in the Game : The Art of a Meaningful Life’

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This is an encore episode with Rich Beem, winner of the 2002 PGA Championship, one of professional golf’s four major tournaments. Despite having won twice on tour prior to the PGA, Rich's win at Hazeltine was as unlikely as the groovy dance moves he busted out after sinking his final putt of the tournament. Describing himself as “the luckiest guy in the world,” Rich played the game loose and wide open, but the rising expectations of being a major champion became a distraction, and he never won again on tour. In this chat, Rich speaks candidly about:

Selling car stereos and grinding his way up the golf ladder,

Finding purpose and meaning in life as his PGA prospects began to dim. 

The reason he tells his son that “what you shoot is not you”

Why he loves working as an analyst at Sky Sports

Rich was born in Phoenix, AZ, grew up in El Paso, TX and played college golf at New Mexico State University. Today Rich plays on the PGA Champions Tour and works as a TV golf analyst on Sky Sports in the UK and Ireland.(Originally posted November, 2020. Follow Rich on Twitter.  

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This is an encore epsiode with Professor Barry Schwartz, author of several books, including Why We Work and The Paradox of Choice. I spoke to Barry in August, 2020 about his findings in these two important books. Prevailing social wisdom is that more is better, and that more choices should yield much greater satisfaction. So why is it that the harder we work and the more affluent we become, the more depressed we get? More choice, Barry argues, not only overwhelms us, but raises our expectations and makes us doubt our decision-making. Too much choice increases our anxiety and makes us less happy. Could it be, even in our freedom loving country, that we have gotten too much of a good thing and that we would benefit from some guardrails in our lives? I’m sure there are those who would argue against it, but Barry’s research and conclusions here are quite persuasive. Barry Schwartz taught psychology at Swarthmore College for 45 years and is now Visiting Professor of Management at UC Berkeley’s Haas School of Business. He holds an M.A. and a Ph.D. from University of Pennsylvania, and a B.S. from New York University. His TED Talks on the topics of work, choice, and wisdom have been viewed over 20 million times.  

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 Produced and edited by Mike Carano Topics addressed on Crazy Money include: Philosophy, Happiness, Contentment, Meaning, Success, Buddhism, Stoicism, The hedonic treadmill, Mid-Life Crisis, Authors, Books, Consumerism, Anxiety, mental health, wealth, money, careers, values, and The Container Store.

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Jay Newman makes BIG bets. In his 40 year hedge fund career, Jay was the guy who fought to recover deca-billion dollar debt defaults by countries like the Congo, Panama, and Argentina. Recouping from these deadbeat governments required long term thinking, stealthy patience, and giant cojones, the same attributes required to publish a debut novel, which Jay did earlier this year. The New Yorker called his new book, Undermoney a combination of “espionage, financial intrigue, and geopolitics with a cynicism developed through years of observing politicians and Wall Street titans up close.” And because the plot lines include Russian oligarchs, private militias, and Vladimir Putin, Undermoney is also “unexpectedly timely.” I’ve read it: it’s juicy and enticing. Learn more about Jay here. 

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A.J. Jacobs believes that puzzles can save the world. The famously obscure 4-time New York Times best-selling author of books like The Know-It-All, Thanks a Thousand, and The Year of Living Biblically tells us what we can learn from them in his new book The Puzzler: One Man’s Quest to Solve the Most Baffling Puzzles Ever, from Crosswords to Jigsaws to the Meaning of Life. We talked about some great life lessons A.J. gleaned from puzzles, including:

Start with the end in mind

Embrace the eraser (i.e. your first impression might not be accurate!), and most importantly,

PAY ATTENTION, KNUCKLEHEAD! 

Join other readers in the quest to win A.J.’s $10,000 by clicking here. 

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Description: Christian Finnegan is a comedian and actor, well known for his work on Chappelle’s Show and the popular sitcom, Are We There Yet? He has performed on Comedy Central Presents, Conan, The Late, Late Show with James Corden, and his five comedy specials are in regular rotation on all major streaming services. An avid music fan, Christian wants to connect formerly-cool middle aged people to the best in new music. Check out his Substack, New Music for Olds here. 

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Description: Paul Schervish studies very wealthy people: what worries them, what delights them, and what motivates them to give to charity. The Director of Boston College’s Center on Wealth and Philanthropy, Paul is the co-author of The Joys and Dilemmas of Wealth, a 2010 report that is one of the most insightful studies of the ultra-affluent ever. We discuss how the fears and joys that come with being rich are often two sides of the same coin. And how Paul, a former Jesuit priest strongly influenced by Karl Marx, has come to appreciate more fully the humanity of the upper class. Learn more about Paul Schervish here. 

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Something happens to many of us in our 40’s or 50’s: having achieved a certain level of success, we yearn to find work that is an expression of who we are. Chip Conley can help with that. He founded and runs Modern Elder Academy, a school and retreat center dedicated to helping people navigate midlife and beyond. To do so, he draws on insights and wisdom earned over his own incredible career journey. For over two decades, Chip ran Joie de Vivre, the boutique hotel owner/operator that he founded in his 20s. In the depths of the Great Recession, the combination of medical crisis and market turmoil compelled Chip to sell out at the bottom of the market. While many might have given up, Chip forged ahead, reinvented and redefined who he was, all the while staying open to where that journey would take him. It eventually took him to Air BnB where become the in-house consigliere (among other things) for Air BnB CEO/co-founder Brian Chesky. Today, Chip writes, speaks, surfs, and provides the space and resources to help other “successful” people examine their lives and commit to positive paths forward.  Learn more about Modern Elder Academy hereand Chip’s newsletter here.  • 💪🏼 Rate and Review Crazy Money by clicking HERE.💪🏼 • 🦸‍♀️ Follow Paul on Instagram HERE🦸‍♂️  Topics covered in this episode: #purpose #wellness #community #travel #hotels #Airbnb

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41% of people who make over $200k per year still cry about money. That’s the finding of a recent study that Paul discusses this week with Joe Saul-Sehy, Creator and co-host of the Stacking Benjamins podcast AND author of Stacked: Your Super-Serious Guide to Modern Money Management. These two handsome bald fellas also chat about:

The double life Joe was living as a young financial planner

How he hit bottom when his car ran out of gas

What you want in—and how much you should pay for—wealth management

Whether or not you should manage your own money

If you want to give Paul a birthday present, Rate and Review Crazy Money! And/or Follow Paul on Instagram. Order Joe’s book here. You’re the best. Really. I swear. (I mean, Paul swears.)

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Jacob Goldstein is the author of Money: The True Story of a Made Up Thing and former co-host of Planet Moneywhere he worked for over a decade. His new podcast, What’s Your Problem? from Pushkin Industries explores how company founders solve consumers’ problems and what problems they themselves run into along the way. On today’s show, we tackle the following:

The question that Ira Glass described as “the most stoner question ever” 

How cash transactions worked in these United States before we had dollar dollar billz, y'all

Why you making more money doesn’t mean someone else will make less

How working at Pushkin is different than working at NPR and the Wall Street Journal

The name of the very first compact disc he ever bought.

Jacob is a former staff writer at the Wall Street Journal, the Miami Herald, and Bozeman Daily Chronicle. His work has appeared on This American Life, Morning Edition, and in the New York Times Magazine. He is a husband and father of two. He spoke with me from his soundproof closet in Brooklyn, USA. Check out What’s Your Problem?here. 

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