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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

69:16

Death, Dying, and Israel with Rabbi Steve Leder

Reasonably Happy with Paul Ollinger ·

2024/04/16

Rabbi Steve Leder is the Senior Rabbi at Wilshire Boulevard Temple, a very large and influential congregation in Los Angeles. He is a New York Times best-selling author of sevaral books, including 'For You When I Am Gone’ and 'The Beauty of What Remains,’ both of which pertain to death and dying. I had planned on speaking with Steve primarily about death for an hour, but our conversation covered everything from regret to forgiveness to the life of a rabbi. He shares lessons about fund-raising, his

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41:48

The Wealth Money Can’t Buy with Robin Sharma

Reasonably Happy with Paul Ollinger ·

2024/04/09

Robin Sharma is a leadership expert, coach and author whose books have sold tens of millions of copies around the world. The author of The 5AM Club, The Monk Who Sold His Ferrari, The Everyday Hero Manifesto, and Who Will Cry When You Die?, Robin has a new book out called The Wealth Money Can’t Buy in which he examines the ways we can all develop happiness with and beyond financial wealth. In this conversation, Robin shares with me insights from the book, specifically: The danger of focusing

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65:56

America’s Government Teacher, Sharon McMahon

Reasonably Happy with Paul Ollinger ·

2024/04/04

Sharon McMahon is living her purpose. Via her wildly popular Instagram account @SharonSaysSo, she is fighting political misinformation and guiding her audience through “the fascinating world of democracy, politics, and history.” In the process, she is proving that Americans—and other good people around the globe—are hungry for unbiased political context and analysis. "With a heart for education and a mission to clear up political confusion,” Sharon has become known as America’s Government Teacher

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64:14

Poor Kid Makes Millions Trading, Fights Inequality...

Reasonably Happy with Paul Ollinger ·

2024/03/29

Gary Stevenson grew up in tough, working class East London. Despite setbacks in high school (having to do with the distribution of illicit substances), his gift for mathematics landed him a spot at London School of Economics (alma mater of Mick Jagger, Margaret Thatcher, and George Soros) where he attended with the sons and daughters of the global elite. His skill at a card game won him a job on Citibank’s trading desk and he went on to earn multi-million dollar—er, pound sterling—bonuses in his

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63:36

The Narcissist Next-door with Dr. Ramani Durvasula

Reasonably Happy with Paul Ollinger ·

2024/03/20

Dr. Ramani Durvasula is a clinical psychologist and author of the New York Times best-seller It’s Not You: Identifying and Healing from Narcissistic People. In this insight-rich conversation, Dr. Ramani explains the traits and behaviors of narcissistic individuals, how they hijack our well-being, and the motivations behind their attention-seeking behavior. She also relieves Paul of the sneaking suspicion that he might be a narcissist. Other topics include:Gender and narcissism (ladies is

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51:54

TED's Chris Anderson on Infectious Generosity

Reasonably Happy with Paul Ollinger ·

2024/03/14

Chris Anderson is the Head Curator of TED and author of the new book, 'Infectious Generosity: The Ultimate Idea Worth Spreading' in which he argues that YOU and I can improve the world by embracing our natural inclination toward generosity. He speaks not just of financial generosity, though that’s certainly a huge part of it, but also of creative generosity and generosity of spirit. In this conversation, Chris and I discuss:The formula to determine if you are a net giver or a net taker in

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106:09

Mike and Paul’s Road Trip

Reasonably Happy with Paul Ollinger ·

2024/03/05

This episode is highlights of a conversation between Paul and Mike Carano, long-time friend and Crazy Money editor. It was recorded on a road trip between San Francisco where Paul had just performed at Cobb’s Comedy Club and San Luis Obispo where he was heading to perform in the SLO Fest Comedy Festival. Among other things, Paul and Mike discuss:Memories of commuting from SF to Yahoo! in Sunnyvale Why it’s hard to admit what we want in life The history of Crazy Money The possible new names for

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49:06

On Fire for Life with John O’Leary

Reasonably Happy with Paul Ollinger ·

2024/02/28

When John O’Leary was 9 years old, he played with fire and got burned. Like really, really burned, over 99% of his body. Doctors gave him less than 1% chance to live and told his parents he would not survive. Yet thanks to the amazing support of his family, the community, and medical care providers, survive he did. His journey back took years, required dozens of surgeries, and cost him all of his fingers. Today, John is a world-renowned inspirational speaker who has addressed audiences around the

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39:20

Paul Reads Money Essays

Reasonably Happy with Paul Ollinger ·

2024/02/21

In this special “where has Paul been?” episode, Paul reads three of his latest pieces from his Substack, Money and the Meaning of Life, so that you can drive or workout without reading. Latest posts include:Adventures in Affluence: Dry Cleaning - why Paul got freaked out when he starting thinking about how much he spends on dry cleaning every year. Gary v. Jerry: Why Gary Gulman Resents Rich People -Gary Gulman is an amazing comedian, but he harbors some very negative attitudes toward

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41:33

Race and Money with Coleman Hughes (Encore)

Reasonably Happy with Paul Ollinger ·

2024/02/06

Today’s guest is Coleman Hughes, a writer, podcaster, opinion columnist and self-described "Black man who does’t think everything is about race.” Coleman has a new book out this week called 'The End of Race Politics: Arguments for a Colorblind America,’ in which he confronts the "failed corporate diversity and inclusion efforts and poisonous race-based policies that hurt the very people they intend to help." Coleman has been featured in the New York Times, The Wall Street Journal, The National

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51:58

The Joys and Anxieties of Wealth (Encore)

Reasonably Happy with Paul Ollinger ·

2023/12/28

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

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70:26

Dr. Drew Pinsky on Careers, Money, and Fame (Encore)

Reasonably Happy with Paul Ollinger ·

2023/12/27

This is a special holiday encore of the 2nd episode of Crazy Money with Dr. Drew, which ran Jan 30, 2019. Dr. Drew offers candid insight into the ups and downs of a career in broadcasting and medicine. From Loveline to Celebrity Rehab, Dr. Drew has been a staple on radio and cable television for over 30 years, but that doesn’t mean he’s rich — he’s got triplets to get through graduate school, after all. But he is definitely conversant on almost any topic you throw at him, including opera, coffee and

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61:00

How to Live a Stress-free Financial Life with Jared...

Reasonably Happy with Paul Ollinger ·

2023/12/19

Financial gurus like Dave Ramsey or Suze Orman tell their audience that the key to achieving wealth—or just financial stability—is to cut back on the little things like that daily Starbucks latte. Jared Dillian thinks they’re wrong. Focusing on the little things, Jared argues, is pointless and unsustainable. But focusing on the big things, like your house, your car, and how much you pay for college, makes all the difference. A renowned investment strategist and author, Jared is widely recognized for

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49:26

Judd Apatow on Money, Fame, and Adam Sandler (Encore)

Reasonably Happy with Paul Ollinger ·

2023/12/13

Judd Apatow is one of the most important figures in comedy and film today. But he just doesn’t care that much about money. This non-attachment to material goods leaves him more time to focus on what matters: writing, directing, developing talent, and getting his family together for dinner. Judd has accomplished so much in his career that, in retrospect, his success appears to have been pre-ordained. But despite his massive success in the past 20 years, he never forgets his early struggles. In this

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60:08

Author Gary Sernovitz

Reasonably Happy with Paul Ollinger ·

2023/12/05

Gary Sernovitz is one of the funniest financial writers working today. His hilarious new novel The Counting House tells the story of a university’s Chief Investment Officer who is suffering a mid-life crisis. If you possess either an interest in finance or a robust / dark sense of humor, The Counting House will make you laugh and, at times, cry in empathy with the protagonist. Gary has spent the last 25 years observing how money works from inside Goldman Sachs and the private equity business,

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67:23

How to Get Un-stuck with Merrick Furst, Ph.D.

Reasonably Happy with Paul Ollinger ·

2023/11/29

Do you ever feel stuck in life? As if you are in the wrong place or you’re in the right place but doing the wrong thing? What do you do when you find yourself at a crossroad? Today, I speak to innovation expert Merrick Furst about how seeing ourselves and the world more clearly can tell us how to move forward when the way isn’t clear. Merrick is a Distinguished Professor at Georgia Tech. His list of academic and commercial accomplishments are longer than your arm (see below) but today we’re putting

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35:40

Paul Reads His Thanksgiving Essays

Reasonably Happy with Paul Ollinger ·

2023/11/21

In this special “over the river and through the woods” episode, Paul reads four of his latest pieces from his Substack, Money and the Meaning of Life, so that you can drive or workout without reading. Latest posts include: Every Day Is Thanksgiving This One Question Will Help You Stop Comparing Yourself to Others Why the Jews? The holy roots of anti-semitism might surprise you This is Us: Inconclusive Thoughts on Why We Kill Each Other During this Thanksgiving week, Paul commands you to be

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40:44

Ed Begley Jr. on Finding Serenity in Hollywood

Reasonably Happy with Paul Ollinger ·

2023/11/15

✍️ Subscribe to Paul’s Substack ‘Money & the Meaning of Life’ here. ✍️ 🎤 See Paul’s upcoming comedy dates here and random thoughts on Instagram here. 🎤 Ed Begley Jr. has been acting professionally since 1967 when he appeared in an episode of My Three Sons. 56 years later, Ed has acted in hundreds of movies and TV shows, including An Officer and a Gentleman, Batman Forever, The Larry Sanders Show, Better Call Saul, This is Spinal Tap, Best in Show, and—of course—St. Elsewhere for which he earned

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51:29

Pushing Our Kids Too Hard: On Toxic Achievement...

Reasonably Happy with Paul Ollinger ·

2023/11/08

✍️ Subscribe to Paul’s Substack ‘Money & the Meaning of Life’ here. ✍️ Jennifer Wallace is a journalist and author specializing in psychology, parenting, and health. Her new book 'Never Enough: When Achievement Culture Becomes Toxic—And What We Can Do About It' delves into our modern dilemma of busyness, achievement, credentialing, and status-seeking. Katie Couric calls the New York Times best-seller 'Never Enough; “a wake up call for all of us.” A frequent contributor to the Wall Street Journal

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67:14

Lessons from an '80s Guitar god with Rik Emmett of...

Reasonably Happy with Paul Ollinger ·

2023/10/31

Rik Emmett is a vocalist, guitarist and former member of the rock band Triumph, which earned 18 gold and nine platinum records in Canada and the United States in the late 1970s and early’80s. Triumph was known for its BIG live shows featuring lights, pyrotechnics, and lots of spandex (as was appropriate for the era!). Along with Rik's bandmates Gil Moore and Mike Levine, the power trio played loud, guitar-forward tunes with uplifting lyrics. 1981’s Allied Forces sold over a million copies in the US

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303 results

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