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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

45:56

Surviving the Market Meltdown with Ben Carlson

Reasonably Happy with Paul Ollinger ·

2022/08/09

Ben Carlson is the Director of Institutional Asset Management at Ritholtz Wealth Management and the author of several books about investing. He is the founder of the blog ‘A Wealth of Common Sense’. He is, also, a co-founder and co-host of the podcast, Animal Spirits with Michael and Ben, which is an informative and fun podcast about the markets and the economy, et cetera. On this week's episode, Ben and I discuss inflation and how it relates to the stock market. This market we find ourselves in, is

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52:35

Universal Basic Income with Andrew Yang

Reasonably Happy with Paul Ollinger ·

2022/08/02

Andrew Yang is a former Presidential candidate and the founder of Venture for America. He's also the founder of the Forward Party where he advocates for structural reform to safeguard our democracy. He lays all this out in his new book, Forward, which we discussed today. We also discuss Andrew's life as a teenager, his obsession with post-punk bands like The Smiths, Depeche Mode, and Nine Inch Nails, why he didn’t do drugs as a teenager, and how his parents felt when he got his ear pierced. More to

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40:11

Racial Wealth Gap with Coleman Hughes

Reasonably Happy with Paul Ollinger ·

2022/07/26

Today’s guest is Coleman Hughes, he's a writer, podcaster and opinion columnist who specializes in issues related to Race, Public Policy and Applied Ethics. He has been featured in the New York Times, The Wall Street Journal, The National Review, Quillette, The City Journal and The Spectator. He's appeared on many TV shows and podcasts including Real Time with Bill Maher, Making Sense with Sam Harris and the Jordan B. Peterson podcast. He's also a rapper who goes by the name Coldxman and his latest

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44:26

Buy this, not that! with Author Sam Dogen

Reasonably Happy with Paul Ollinger ·

2022/07/19

Sam Dogen left his job in investment banking at age 34 to start his financial newsletter, Financial Samurai. He's got a new book out this week called “Buy This, Not That!” How to spend your way to Wealth and Freedom. Today Sam and I discuss his one word definition of 'Happiness', how wearing the right tie helped him get a job at Goldman Sachs, how he transitioned out of investment banking to become an independent financial writer, how the right plan is the key to surviving inflation and the ups &

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54:13

Soul in the Game with Vitaliy Katsenelson

Reasonably Happy with Paul Ollinger ·

2022/07/12

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

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57:21

Life after the PGA Championship with Rich Beem -...

Reasonably Happy with Paul Ollinger ·

2022/05/17

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

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62:33

The Problem with Choice with Barry Schwartz - ENCORE...

Reasonably Happy with Paul Ollinger ·

2022/05/10

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

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49:47

Hedge Fund Novelist with Jay Newman - Ep 145

Reasonably Happy with Paul Ollinger ·

2022/05/03

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

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50:45

The Puzzle of Life (with A.J. Jacobs) - Ep 144

Reasonably Happy with Paul Ollinger ·

2022/04/26

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

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44:23

Money and Comedy with Christian Finnegan - Ep 143

Reasonably Happy with Paul Ollinger ·

2022/04/19

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. 🔥Join Team

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53:07

The Joys and Anxieties of Wealth with Paul Schervish...

Reasonably Happy with Paul Ollinger ·

2022/04/12

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

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56:01

Mid-Life Career Re-invention with Chip Conley - Ep 141

Reasonably Happy with Paul Ollinger ·

2022/04/05

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

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52:29

Fixing Financial Chaos with Joe Saul-Sehy - Ep 140

Reasonably Happy with Paul Ollinger ·

2022/03/29

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

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46:45

What’s Your Problem? with Jacob Goldstein - Ep 139

Reasonably Happy with Paul Ollinger ·

2022/03/23

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

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15:45

Comparison and the Ultimate Money Delusion - Ep 138

Reasonably Happy with Paul Ollinger ·

2022/03/15

If you think Paul Ollinger can’t draw poignant and funny lessons about money from the 1996 box office smash, Jerry Maguire, you are sadly mistaken. On this week’s very special spring break episode of Crazy Money, Paul reads a couple of his recent reflections on comparison and the delusions we all cling to about the power of wealth. Spoiler alert: money—past a certain point—will not complete you. And comparing yourself to your friends (or enemies) will make you miserable. Full stop. Here’s what we’ll

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41:15

Why Things Are Better than You Think with Grant J....

Reasonably Happy with Paul Ollinger ·

2022/03/08

Many people want you to believe that the world is in worse shape than ever. They assert that wages are stagnant, inequality is growing and the earth is heating up. But for the vast majority of humanity, things have never been better. Racism, sexism, and homophobia are at their lowest rates in history. We have more and better food than kings and queens could have dreamt of in the 18th century. We have access to clean water, indoor plumbing, effective healthcare, and technology that even

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57:34

Founder of Russian Hedge Fund on Defying Putin with...

Reasonably Happy with Paul Ollinger ·

2022/03/01

Bill Browder is the author of Red Notice: A True Story of High Finance, Murder, and one Man’s Fight for Justice, which is the best book I’ve read in a decade (and I read a lot of books). Red Notice is the story of how Browder turned a $25 million investment into a $4 billion hedge fund (Hermitage Capital) by exposing corruption in the newly opened Russian economy of the late 90’s and early 00’s. Eventually, Browder’s efforts to shine light on the newly privatized industries, cut too close to

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39:13

LL COOL J - ENCORE EPISODE

Reasonably Happy with Paul Ollinger ·

2022/02/22

Nobody works harder than LL COOL J. The musician, producer, actor, and entrepreneur has been playing at the highest levels of art, business, and culture since he burst on the scene at the age of 17, in 1985. For over 35 years, LL has pushed himself to achieve in all that he does while leading with spirit and character. And achieve he has. The two-time GRAMMY-winner and first ever Hip Hop Kennedy Center Honoree has recorded 14 studio albums, landing massive hits including Going Back to Cali, Mama

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54:37

Judd Apatow on Fame, Money, and the Creative Process...

Reasonably Happy with Paul Ollinger ·

2022/02/16

Judd Apatow doesn’t care that much about money. This non-attachment to material goods leaves him more time to focus on what matters: writing, developing talent, and getting his family together for dinner. In this week’s episode, the writer / director / producer behind iconic comedy films such as Anchorman, This is 40, and The 40-Year-Old Virgin and I talk about: Why Adam Sandler paid $50 more in rent than Judd when they were roommates How failure prepared him to handle success Being creative

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55:16

Olympic Economics with Apolo Ohno - ENCORE EPISODE

Reasonably Happy with Paul Ollinger ·

2022/02/09

In this episode, Apolo Ohno and I go deep into the economic realities of becoming an Olympian. Due to the steep cost of coaching, training, equipment, and travel, many (perhaps most) athletes and their families go deep into debt in pursuit of a spot on the national team. And even for the few who make it, there is little preparation for post-Games remuneration and little preparation for a job “in the real world.” With eight Olympic medals (two of them gold), Apolo Ohno is America’s most decorated

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310 results

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