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PODCAST

Reasonably Happy with Paul Ollinger

Comedian Paul Ollinger wants you to be happy but let’s not go crazy here, okay? In his new show, Reasonably Happy: the Skeptic’s Guide to Achievable Contentment (fka Crazy Money), Paul will help you find authentic fulfillment through candid conversations with comedians, authors, celebrities, and other remarkable guests who share their failures and foibles, anxiety and addiction, and their grand vision of life that keeps them pushing forward.

business philosophy

All Episodes

36:19

Finding Hidden Assets in Divorce Discovery with Nick...

Reasonably Happy with Paul Ollinger ·

2023/07/25

If you’re trying to hide assets from your spouse or soon to be ex-spouse, beware! Whether it’s Cayman Islands bank accounts, bearer bonds stashed in a safe deposit box, “hidden" real estate, or hundreds-of-thousands in Bitcoin, Nick Himonidis and his team at NGH Group will probably discover your secret stash. Nick is an attorney, Certified Fraud Examiner, and Certified Crypto Currency Forensic Investigator, which is a fancy way of saying that he is a high-end, sophisticated, and

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37:42

Divorce For Wealthy Women with Olivia Summerhill

Reasonably Happy with Paul Ollinger ·

2023/07/19

Having experienced divorce as the child of a wealthy family, Olivia Summerhill understands the massive impact parents fighting about money can have on their children’s lives. Today, Olivia provides financial consulting for ultra-high-net worth women going through divorce. Her typical client has a household net worth of $100mm or more, so she provides advice on everything from stocks, bonds, art, planes, country club memberships and cosmetic surgery! As importantly, she helps her clients clarify

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44:19

I See Rich People (with Will Vogt)

Reasonably Happy with Paul Ollinger ·

2023/07/13

Will Vogt is a photographer with a front row seat to the American upper class. Raised on Philadelphia’s Main Line, Will attended boarding school, and spent lots of time in the tony enclave of Watch Hill, Rhode Island where his family summered. His new collection of photography, These Americans, showcases decades of intimate snapshots of his social circle. Entertainment news site Vulture says the work "depicts the wealthy at leisure with their guard down.” Indeed, Will has captured a very rare,

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52:34

Student Loan Debacle with Oren Cass

Reasonably Happy with Paul Ollinger ·

2023/07/06

Our higher education system is broken. But instead of trying to fix the underlying issues, the Biden administration is attempting to treat the symptoms with a massive giveaway to student loan debtors. In this encore episode (from August, 2022), I speak with Oren Cass. Executive Director of American Compass, whose article The Banality of Student Loans outlines the contradictions and self-defeating policies that have led us to this educational morass. Ask yourself: • Why is student debt treated

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64:14

The All-or-Nothing Marriage with Eli Finkel

Reasonably Happy with Paul Ollinger ·

2023/06/29

If you find marriage to be hard, you are not alone. If you feel as if your spouse should fulfill every single physical, emotional, sexual, and financial need in your life, you probably should be alone. This week, I talk to Eli Finkel, author of the book, The All-or-Nothing Marriage in which he presents data and anecdote about how the best marriages work and what we can learn from them. We discuss the evolution of marriage over the centuries, when and why love became part of the equation, how helping

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58:20

Wall Street, Cocaine, and Recovery with Turney Duff

Reasonably Happy with Paul Ollinger ·

2023/06/20

Turney Duff was making millions on Wall Street until cocaine addiction brought him to his knees. His book The Buy Side: A Wall Street Trader’s Tale of Spectacular Excess is a funny, horrifying, then hopeful read and a New York Times best-seller (you should buy it here). Paul and the esteemed author share a lot of laughs as they discuss what money meant to Turney as he got rich, got lost, got sober, then got published. This darn funny conversation covers everything Turney's middle school science fair

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24:42

Staying Hungry in Your 50’s

Reasonably Happy with Paul Ollinger ·

2023/06/15

For your summer listening while driving, walking, gardening, pleasure, Paul reads three of his latest pieces from Substack (Money and the Meaning of Life), including: How to Stay Hungry When Your Life is Full Money, Pain, and New Cars You Deserve It, i.e. reflections on what it means to “deserve” something Paul publishes these essays (about) every other Tuesday.You should subscribe here. 🔥 Please feel no pressure to pay for a subscription, but do feel pressure to share his writing and this

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74:46

Searching for Meaning at Work with Bruce Feiler

Reasonably Happy with Paul Ollinger ·

2023/05/31

Bruce Feiler is a seven-time New York Times best-selling author of books such as Life is in the Transitions, Walking the Bible, and The Council of Dads, Bruce's 2008 account of his battle with bone cancer and the contemplation that his then three-year-old twin daughters would grow up without a father. The book birthed a documentary hosted by Sanjay Gupta, a drama series on NBC, and a wildly popular TED Talk. In his new book, The Search: Finding Meaningful Work in a Post Career World, Bruce argues

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52:34

Family Fortune and Misfortune with Janny Scott (Encore)

Reasonably Happy with Paul Ollinger ·

2023/05/23

Janny Scott is the descendant of railroad barons and financial tycoons. She grew up on an 800-acre estate on the Philadelphia Main Line. In her book The Beneficiary: Fortune, Misfortune, and the Story of My Father, she shares the details of both the opulence and the tragic complications of her family’s vast fortune. While things appeared perfect from the outside, alcoholism, suicide, divorce, and idleness derailed many of her relations. In this conversation, we discuss what it was like to grow up on

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74:14

Kevn Kinney is Done Auditioning

Reasonably Happy with Paul Ollinger ·

2023/05/16

Kevn Kinney is the lead singer of Drivin N Cryin, a rock band that achieved legendary status in the Southeast during the late 80s and 90s but never quite broke into the national big time. DNC’s popularity peaked when their album Fly Me Courageous was certified gold. During that time, the band toured with Neil Young and Soul Asylum, but even after selling over 500,000 copies, they never recouped the expenses that went into the recording and production of music videos they weren’t really all that into

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47:40

Starting from the Bottom with Justin Richmond

Reasonably Happy with Paul Ollinger ·

2023/05/09

Justin Richmond is the producer and co-host of Pushkin's music podcast Broken Record with writer Malcolm Gladwell and Def Jam co-founder Rick Rubin. He is also the host of a new podcast called Started from the Bottom on which he interviews mega-successful people who came from disadvantaged economic backgrounds and neighborhoods from which few residents go to college and the professional world. Before hooking up with Gladwell and Pushkin, Justin was a producer for NPR’s flagship news program Morning

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57:26

Is Private School Worth it?

Reasonably Happy with Paul Ollinger ·

2023/05/02

Annual private school tuition can run over $60,000 in big cities like New York or Los Angeles. But even in smaller markets like Atlanta, 14 years of private school (pre-k through 12th grade) will easily exceed half a million dollars. (And that doesn’t include the expected contributions to annual fund and capital campaigns!) This massive commitment begs the question, “just what are you buying for your private school dollar?” On this week’s episode, Paul talks to three good friends and fellow parents

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50:36

Using Your 4,000 Weeks with Oliver Burkeman (Encore)

Reasonably Happy with Paul Ollinger ·

2023/04/25

Oliver Burkeman is the author of 4,000 Weeks: Time Managment for Mortals, which Adam Grant calls “The most important book ever written about time management.” In it, Oliver argues that using your life (4,000 weeks = about 80 years) most meaningfully requires abandoning the illusion that we can—or should try to—get everything done. And that the attempt to do so just leaves us miserable and isolated. Soone of the keys to productivity is deciding what to ignore. Further, Oliver reckons, when you put

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52:22

Cooking with Money w/ Frankie Celenza

Reasonably Happy with Paul Ollinger ·

2023/04/19

Chef Frankie Celenza started his culinary career with an illicit George Foreman grill in his prep school dorm room. Today, Frankie is the Emmy award-winning host of the Tastemade's hit show Struggle Meals. Frankie believes you don’t have to spend a lot of money to cook (and eat) well. He wants more people preparing their own food because he believe it is a fundamental way to take control of their health, well-being, and finances. Not only that, but cooking is a social and enjoyable act of service

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36:04

Wealthy Woman Flies Southwest with Leah Rudick

Reasonably Happy with Paul Ollinger ·

2023/04/11

Leah Rudick is an actor, writer, and comedian whose Wealthy Woman character videos have earned her almost one million followers on Instagram and TikTok. Thanks to her breakout social media success, Leah is now selling out comedy shows all over the country. In these videos, a clueless woman of wealth shares her point-of-view on everyday experiences like going to Cracker Barrel, flying Southwest Airlines, renting a car, or taking the bus. I (Paul Ollinger, hoster of show / writer of episode notes)

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53:45

Morgan Housel on The Psychology of Money (Encore)

Reasonably Happy with Paul Ollinger ·

2023/04/05

Morgan Housel is the author of the book, The Psychology of Money: Timeless Lessons on Wealth, Greed, and Happiness. As the back cover of his new best-seller reads, “Doing well with money isn’t necessarily about what you know. It’s about how you behave. And behavior is hard to teach, even to really smart people." While the book is partially about investing, it’s really about how knowing what you want from life will help you make better decisions about money. I really enjoy Morgan’s writing and found

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40:38

Cars, Sex, and Money with Robert Searle

Reasonably Happy with Paul Ollinger ·

2023/03/29

Do women find men in expensive cars more attractive than men in less expensive cars? Some people believe that the answer to this question is so patently self-evident as to not require any thought. But my guest today conducted actual scientific research into this age-old stereotype. Rob Searle is a Welsh psychologist who co-authored a paper evaluating the status-enhancing effects of luxury vehicles on the attractiveness of both men and women to heterosexual members of the opposite sex. He asked

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28:08

Why it’s Called “F-You Money” and other Thoughts on...

Reasonably Happy with Paul Ollinger ·

2023/03/21

This week, Paul reads some of the recent essays from his Substack. In "Why Talking About Money and Happiness Matters” he reflects on the reasons Bono, Jonah Hill, and Brian Cox have all, in the past few months, engaged in public discussion on the nature of success and what it can and can’t do for us. In "Lessons from a Freshman Pimple,” Paul recalls the devastating experience of an early high school face blemish and why seeking others’ approval can lead us to bad decisions. In "The Real Reason They

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56:40

Cancer, Careers, Finances, and Family with Julie...

Reasonably Happy with Paul Ollinger ·

2023/03/15

Julie Saxon is the mother of two and a senior media executive. In 2013, her life was upended when her husband, Joel, was diagnosed with stage IV colorectal cancer. Thus began journey during which she had to keep the train on the tracks at work and at home while helping Joel fight for his life. But after 6 valiant years, 87 rounds of chemo, ten rounds of radiation, seven surgeries, and two clinical trials, he lost that battle. Joel lived longer than 99% of patients with his diagnosis, and—as I was

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42:17

Mass Hole Donuts co-founder Peter Gladstone

Reasonably Happy with Paul Ollinger ·

2023/03/07

This episode is about working for fun, love, and legacy. Peter Gladstone is the Co-founder of Mass Hole Donuts, bakers of gourmet donut holes that celebrate the people, traditions, and spirit of Boston and Massachusetts. After 20 years in consumer marketing with companies like Gillette, P&G, and the Boston Beer Company (aka, Sam Adams), Peter retired and is now building Mass Holes because, he says, it’s fun, and he wants to contribute to the culture of his hometown. When he’s not establishing his

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310 results

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