Reasonably Happy with Paul Ollinger (Video Edition)

The NHL, Brain Injury, and Psilocybin with Daniel Carcillo

24 Oct 2023

Contributed by Lukas

When Daniel Carcillo played in the NHL, he was known as an enforcer so tough and volatile that he earned the nickname “Car Bomb.” In his 12 seas...

Paul and Cal Fussman Talk Israel, Hamas

17 Oct 2023

Contributed by Lukas

Over the past 30 years, Cal Fussman has interviewed a breathtaking array of the world’s most fascinating people, including Nelson Mandela, Clint Eas...

On Losing Billions with Victor Haghani

10 Oct 2023

Contributed by Lukas

Victor Haghani is the author of a new book called The Missing Billionaires: A Guide to Making Better Financial Decisions, which explores why family ...

How Fear Can be Your Friend with Farnoosh Torabi

03 Oct 2023

Contributed by Lukas

Farnoosh Torabi is an Iranian American journalist and one of the country’s most trusted personal finance experts. In her new book, A Healthy State...

How Much Should You Pay for College? with Ron Lieber (Encore)

26 Sep 2023

Contributed by Lukas

After 15 years of financial reporting, Ron Lieber reports that “No consumer decision inspires more confusion and emotion than the question of what ...

Why 2 Parents Are Better Than One with Melissa Kearney

19 Sep 2023

Contributed by Lukas

Kids who grow up in stable, two-parent homes are less likely to live in poverty, have behavioral problems, and get in trouble at school. They’re mor...

The Funniest Financial Speaker on Earth (besides Paul) with Garrett Gunderson

13 Sep 2023

Contributed by Lukas

Garrett Gunderson is a NYT best selling author and the funniest financial speaker you may or may not have heard of. The son of a Utah coal-miners, Gar...

Break Free from Automated Spending Habits with Julio Vincent Gambuto

06 Sep 2023

Contributed by Lukas

In an automated world without constraints or time to think, our spending has been super-charged. Markets, apps, and e-commerce are all designed to ...

Sorority Rush Consultant Trisha Addicks (as seen on Bama Rush)

29 Aug 2023

Contributed by Lukas

“Parents Hire $4,000 Sorority Consultants to Help Daughters Dress and Impress During Rush” read the Wall Street Journal headline that nearly made...

Opioids: Greed, Death, and $$$$ with Barry Meier (Encore)

22 Aug 2023

Contributed by Lukas

The new Netflix series Painkiller is based on a book my guest, Barry Meier wrote over 20 years ago. In Pain Killer: An Empire of Deceit and the Origi...

The Secret to Being Very, Very Rich (and more)

15 Aug 2023

Contributed by Lukas

Paul reads three of his latest pieces from his Substack, Money and the Meaning of Life, including: Dare to Suck: What you can learn about improvement...

Self Help for Mediocre People with Laura Belgray

09 Aug 2023

Contributed by Lukas

If your new college grad son or daughter is unemployed, sleeping in their childhood bedroom, and watching All My Children every day, fear not - Laur...

High Net Worth Divorce with Laura Wasser

01 Aug 2023

Contributed by Lukas

People magazine called Laura Wasser “the celebrity of celebrity divorce attorneys,” which makes sense considering she has—according to Wikipedi...

Finding Hidden Assets in Divorce Discovery with Nick Himonidis

25 Jul 2023

Contributed by Lukas

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 ...

Divorce For Wealthy Women with Olivia Summerhill

19 Jul 2023

Contributed by Lukas

Having experienced divorce as the child of a wealthy family, Olivia Summerhill understands the massive impact parents fighting about money can have on...

I See Rich People (with Will Vogt)

13 Jul 2023

Contributed by Lukas

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, an...

Student Loan Debacle with Oren Cass

06 Jul 2023

Contributed by Lukas

Our higher education system is broken. But instead of trying to fix the underlying issues, the Biden administration is attempting to treat the symptom...

The All-or-Nothing Marriage with Eli Finkel

29 Jun 2023

Contributed by Lukas

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 financi...

Wall Street, Cocaine, and Recovery with Turney Duff

20 Jun 2023

Contributed by Lukas

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...

Staying Hungry in Your 50’s

15 Jun 2023

Contributed by Lukas

For your summer listening while driving, walking, gardening, pleasure, Paul reads three of his latest pieces from Substack (Money and the Meaning of...

Searching for Meaning at Work with Bruce Feiler

31 May 2023

Contributed by Lukas

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 o...

Family Fortune and Misfortune with Janny Scott (Encore)

23 May 2023

Contributed by Lukas

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...

Kevn Kinney is Done Auditioning

16 May 2023

Contributed by Lukas

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 qu...

Starting from the Bottom with Justin Richmond

09 May 2023

Contributed by Lukas

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....

Is Private School Worth it?

02 May 2023

Contributed by Lukas

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 p...

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

25 Apr 2023

Contributed by Lukas

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 m...

Cooking with Money w/ Frankie Celenza

19 Apr 2023

Contributed by Lukas

Chef Frankie Celenza started his culinary career with an illicit George Foreman grill in his prep school dorm room. Today, Frankie is the Emmy awar...

Wealthy Woman Flies Southwest with Leah Rudick

11 Apr 2023

Contributed by Lukas

Leah Rudick is an actor, writer, and comedian whose Wealthy Woman character videos have earned her almost one million followers on Instagram and Tik...

Morgan Housel on The Psychology of Money (Encore)

05 Apr 2023

Contributed by Lukas

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...

Cars, Sex, and Money with Robert Searle

29 Mar 2023

Contributed by Lukas

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 patent...

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

21 Mar 2023

Contributed by Lukas

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 Bon...

Cancer, Careers, Finances, and Family with Julie Saxon (Encore episode)

15 Mar 2023

Contributed by Lukas

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 color...

Mass Hole Donuts co-founder Peter Gladstone

07 Mar 2023

Contributed by Lukas

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 cel...

Rich B*tch Nicole Lapin: More than Meets the Eye

28 Feb 2023

Contributed by Lukas

Nicole Lapin is the New York Times best-selling author of Rich Bitch, Boss Bitch, Miss Independent, and Becoming Super Woman. A summa cum laude gradu...

A Hollywood Dream Career with Larry Thompson

21 Feb 2023

Contributed by Lukas

Larry Thompson is an entertainment manger in Beverly Hills, CA. In his 50+ years in Hollywood, Larry has guided the careers of over 200 stars, includi...

New Fame, New Money with Katherine Blanford

14 Feb 2023

Contributed by Lukas

A year ago, Katherine Blanford was working as a nanny by day and doing comedy at night. Last summer, she made her network television debut on The Ton...

Crazy Money's direction in 2023

02 Jan 2023

Contributed by Lukas

Hey everybody. Happy 2023! This is a short, lightly edited greeting from Paul /me about where the podcast has been in 2022 and where we're going to ta...

How Your Mindset Can Change Your World with David Robson

20 Dec 2022

Contributed by Lukas

The philosophical martial artist and actor, Bruce Lee is supposed to have said, “So you think, so shall you become.” On this week’s episode, we ...

Growing Up Rich with Kristin Keffeler

06 Dec 2022

Contributed by Lukas

Kristin Keffeler is the author of a new book called The Myth of the Silver Spoon: navigating family wealth and creating an impactful life. Kristin is ...

Why Boys and Men are Struggling with Richard Reeves

22 Nov 2022

Contributed by Lukas

Richard Reeves is a senior fellow at the Brookings Institution and the author of a new book called Of Boys and Men: Why the Modern Male Is Struggling,...

The Need to Belong with Geoffrey L. Cohen

15 Nov 2022

Contributed by Lukas

We don't think about it all the time, but BELONGINGNESS is the third most fundamental desire on Maslow’s Hierarchy of Needs. Just above safety and p...

The Hedge Fund Legend Hugh Hendry

09 Nov 2022

Contributed by Lukas

Former hedge fund manager Hugh Hendry grew up working class in Glasgow, Scotland. His anxiety, detachment from money, and passionate observations of l...

Money and Opioids with Barry Meier

03 Nov 2022

Contributed by Lukas

Barry Meier is a former investigative reporter at The New York Times and the author of the book, Pain Killer: An Empire of Deceit and the Origin of Am...

Why Status Matters with Will Storr

25 Oct 2022

Contributed by Lukas

Where do you sit on the social hierarchy? You might not think about it daily, but if I asked you to compare your status to that of one of your friend...

Money in College Sports, Part 2 (with AJ Vaynerchuk and Laine Higgins)

18 Oct 2022

Contributed by Lukas

This episode is Part Two of our Money in College Sports: NIL series. Until last year, college athletes were prohibited from collecting any compensatio...

Emotions and Money Stress with Ken Honda

11 Oct 2022

Contributed by Lukas

The news from the economic world is pretty bad right now. Inflation up and the stock market’s down, which means we're all experiencing some degree o...

Robinhood, Wall Street Bets, and the GameStop Stock Frenzy with Spencer Jakab

27 Sep 2022

Contributed by Lukas

Spencer Jakab is the editor of The Wall Street Journal's Heard on the Street column and the author of a fascinating new book called The Revolution Tha...

Money in College Sports, Part 1 with Darren Rovell and John Staton

20 Sep 2022

Contributed by Lukas

Up until last year, no college athlete could legally, officially accept compensation for playing a sport at his or her college. That changed last year...

Money and Pro Golf: How LIV Golf’s Billions Threaten the PGA with Rich Beem

13 Sep 2022

Contributed by Lukas

Saudi-backed LIV Golf is throwing hundreds of millions of dollars at top pro golfers in an attempt to lure them away from the PGA Tour. The Tour is re...

Porn, Money, and Women in Hollywood with Maitland Ward

06 Sep 2022

Contributed by Lukas

Maitland Ward is an adult film star and author of a new book called Rated X: How Porn Liberated Me from Hollywood. Best known for her role as Rachel M...

Drug Cartels, Money Laundering, and HSBC with Chris Blackhurst and Everett Stern

30 Aug 2022

Contributed by Lukas

I've got a great conversation to share with you today about international banking, massive drug cartels and billions and laundered money. My first gue...

The Prison Break of a Global CEO - The story of Carlos Ghosn

23 Aug 2022

Contributed by Lukas

Carlos Ghosn is the former CEO of both Renault and Nissan. Japanese authorities arrested him for (allegedly) paying himself tens-of-millions in unrepo...

Student Loan Debt with Oren Cass

16 Aug 2022

Contributed by Lukas

Why in the world is student debt treated differently than all other kinds of debt? Why does the cost of college keep sky-rocketing? Why do colleges an...

Surviving the Market Meltdown with Ben Carlson

09 Aug 2022

Contributed by Lukas

Ben Carlson is the Director of Institutional Asset Management at Ritholtz Wealth Management and the author of several books about investing. He is th...

Universal Basic Income with Andrew Yang

02 Aug 2022

Contributed by Lukas

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 f...

Racial Wealth Gap with Coleman Hughes

26 Jul 2022

Contributed by Lukas

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...

Buy this, not that! with Author Sam Dogen

19 Jul 2022

Contributed by Lukas

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...

Soul in the Game with Vitaliy Katsenelson

12 Jul 2022

Contributed by Lukas

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’. Nas...

Life after the PGA Championship with Rich Beem - ENCORE EPISODE

17 May 2022

Contributed by Lukas

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...

The Problem with Choice with Barry Schwartz - ENCORE EPISODE

10 May 2022

Contributed by Lukas

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...

Hedge Fund Novelist with Jay Newman - Ep 145

03 May 2022

Contributed by Lukas

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

26 Apr 2022

Contributed by Lukas

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...

Money and Comedy with Christian Finnegan - Ep 143

19 Apr 2022

Contributed by Lukas

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...

The Joys and Anxieties of Wealth with Paul Schervish - Ep 142

12 Apr 2022

Contributed by Lukas

Description: Paul Schervish studies very wealthy people: what worries them, what delights them, and what motivates them to give to charity. The Direc...

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

05 Apr 2022

Contributed by Lukas

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 w...

Fixing Financial Chaos with Joe Saul-Sehy - Ep 140

29 Mar 2022

Contributed by Lukas

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-S...

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

23 Mar 2022

Contributed by Lukas

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 ...

Comparison and the Ultimate Money Delusion - Ep 138

15 Mar 2022

Contributed by Lukas

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. ...

Why Things Are Better than You Think with Grant J. Ryan - Ep 137

08 Mar 2022

Contributed by Lukas

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 i...

Founder of Russian Hedge Fund on Defying Putin with Bill Browder - ENCORE EPISODE

01 Mar 2022

Contributed by Lukas

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...

LL COOL J - ENCORE EPISODE

22 Feb 2022

Contributed by Lukas

Nobody works harder than LL COOL J. The musician, producer, actor, and entrepreneur has been playing at the highest levels of art, business, and cultu...

Judd Apatow on Fame, Money, and the Creative Process - Ep 136

16 Feb 2022

Contributed by Lukas

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, develo...

Olympic Economics with Apolo Ohno - ENCORE EPISODE

09 Feb 2022

Contributed by Lukas

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,...

House of Gucci author, Sara Gay Forden - Ep 135

01 Feb 2022

Contributed by Lukas

Sara Gay Forden is the author ofHouse of Gucci: A Sensational Story of Murder, Madness, Glamour, and Greed,on which director Ridley Scott based his st...

Raising Successful Kids with Julie Lythcott-Haims - Ep 134

26 Jan 2022

Contributed by Lukas

Julie Lythcott-Haims is passionate about raising self-sufficient kids and helping them find their unique path into adulthood. The former Dean of Fre...

Zen Money with Ken Honda - Ep 133

19 Jan 2022

Contributed by Lukas

When it comes to money, there are two approaches: love or fear.” That’s what Ken Honda writes in his latest work, Happy Money: The Japanese Art ...

Over-thinking and What to do About It with Jon Acuff - Ep 132

11 Jan 2022

Contributed by Lukas

Overthinking is so deeply ingrained in humanity that it shows up as a theme in Buddhism, Stoicism, Shakespeare, and the songs of Barenaked Ladies. Jon...

From the Trailer Park to the Comedy Big Time with Rocky Dale Davis - Ep 131

21 Dec 2021

Contributed by Lukas

Comedian Rocky Dale Davis grew in a trailer park in Brookwood, Alabama. His single mom worked hard to keep him fed and on the straight-and-narrow. A...

Life After Public Failure with Warwick Fairfax - Ep 130

14 Dec 2021

Contributed by Lukas

Today we are going to talk about public mistakes: big, flagrant, public mistakes that might best be described as “failure” and earn the derision o...

$50 Million Mistakes with Ali Partovi - Ep 129

07 Dec 2021

Contributed by Lukas

Ali Partovi is an Iranian-Americanentrepreneur and angel investor. He is best known as a co-founder of Code .org, iLike, and LinkExchange. He ...

What HBO's Succession Tells us about Wealth with James A. Miller, Meredith Blake and David Lenok - Ep 128

30 Nov 2021

Contributed by Lukas

Today we will be discussing the enthralling HBO series, Succession and all it tells us about wealth, dysfunctional family dynasties, ambition, and g...

Thanksgiving Essays - Ep 127

27 Nov 2021

Contributed by Lukas

Investing for Good with Judith Rodin, Joan Salwen, and Pieter van der Gaag - Ep 126

09 Nov 2021

Contributed by Lukas

This week I speak to three distinguished guests about how money can be used to make the world a better place and how investors large and small can inf...

That Voice in Your Head with Ethan Kross - Ep 125

02 Nov 2021

Contributed by Lukas

That voice in your head isn’t all bad. Sure, it sometimes tells you you’re not good enough or that Bob from Accounting is plotting to get you fire...

Preppy Handbook Author, Lisa Birnbach - ENCORE EPISODE

26 Oct 2021

Contributed by Lukas

Lisa Birnbach is the author of over 20 books, includingThe Official Preppy Handbook, which became a cultural phenomenon in the early 1980’s. The bo...

Buckhead v. Atlanta - Ep 124

19 Oct 2021

Contributed by Lukas

What would happen if the richest neighborhood in your town declared itself its own municipality, taking with it the tax dollars of the richest 20% of ...

Your Brain on Money with Daniel Crosby - Ep 123

12 Oct 2021

Contributed by Lukas

Educated at Brigham Young and Emory Universities, Dr. Daniel Crosby is a psychologist and behavioral finance expert who studies and writes about the i...

From Iraq to Dancing with the Stars with J.R. Martinez - Ep 122

05 Oct 2021

Contributed by Lukas

J.R. Martinez joined the Army to give back to the country that accepted his immigrant, single mother and to earn money for college. As a 19-year-old...

Stevie Van Zandt takes it all in - Ep 121

28 Sep 2021

Contributed by Lukas

Stevie Van Zandt is best-known as guitarist and founding member of Bruce Springsteen's E Street Band, and for playing Silvio Dante on HBO's The Sop...

Net fulfillment v. Net worth with Bill Perkins - ENCORE EPISODE

21 Sep 2021

Contributed by Lukas

(originally posted Sept, 2020) Would you consider yourself a success if you died with $1 million? How about $10 million? Well, what if you died wit...

Gianni Le Nguyen: mom, entrepreneur, Vietnamese refugee. ENCORE EPISODE

14 Sep 2021

Contributed by Lukas

(Originally posted June, 2019) Gianni Le Nguyen fled Vietnam at the age of 5. Late one night in the early 1980s, her father wrapped his two young ...

Luck v. Hard Work with Robert H. Frank- Ep 120

07 Sep 2021

Contributed by Lukas

Robert H. “Bob” Frank teaches economics at Cornell and is the author of a dozen books, including the one that caught my eye for this week’s top...

Are Smart People Less Happy? with Raj Raghunathan- Ep 119

31 Aug 2021

Contributed by Lukas

Is there something about being successful that makes you less happy? Do smart people’s over-active brains fill their heads with negative thoughts?...

How to Restore Sanity to our Political System with Charlie Wheelan - Ep 118

24 Aug 2021

Contributed by Lukas

Charlie Wheelan is a professor of economics and public policy at Dartmouth College and the author of several books, including Naked Money, Naked Econo...

Andrew Sullivan Holds Nothing Back - Ep 117

17 Aug 2021

Contributed by Lukas

Andrew Sullivan’s new book,  Out on a Limb: Selected Writing 1989-2021 captures the best of his three decade quest to identify and share The Tru...

How to Use Your 4,000 Weeks with Oliver Burkeman - Ep 116

10 Aug 2021

Contributed by Lukas

Oliver Burkeman is the author of the new book, 4,000 Weeks: Time Managment for Mortals, which Adam Grant calls “The most important book ever writte...

A conversation with my producer Mike Carano- Ep 115

03 Aug 2021

Contributed by Lukas

Hello! My name is Mike Carano, I edit Crazy Money. At my suggestion I interviewed Paul for this weeks episode, and unexpectedly didn't get to a single...

God Wants You to be Rich with Rabbi Daniel Lapin - ENCORE EPISODE

27 Jul 2021

Contributed by Lukas

(Originally posted May, 2020...but so worth another listen) Rabbi Daniel Lapin believes that money is the reward we get when we serve another one of G...

Overcoming Injury and Life After the NFL with Mohamed Massaquoi - Ep 114

20 Jul 2021

Contributed by Lukas

Life has thrown a lot more than passes at former NFL wide receiver, Mohamed Massaquoi. Born in the United States to parents from Liberia, Mohamed grew...

Why Commitment Matters with Pete Davis - Ep 113

13 Jul 2021

Contributed by Lukas

Pete Davis is the author of Dedicated: The Case for Commitment in an Age Of Infinite Browsing. His Harvard Law School graduation speech, which served...