
Reasonably Happy is a podcast hosted by comedian and former tech executive Paul Ollinger who explores the intersection of money, meaning, and happiness through candid conversations with authors, thinkers, and creatives. With wit and depth, each episode offers insights into how we can lead more fulfilling lives—without chasing perfection. words.paulollinger.com
| Publishes | Weekly | Episodes | 325 | Founded | 7 years ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | ComedySociety & Culture | |||

✍️ Follow Paul Ollinger on Substack by clicking here ✍️
My guest today is Roy Wood, Jr. You know him from The Daily Show and from his acclaimed stand-up specials, where he proves that smart comedy can still hit hard. A native of Birmingham, AL, Roy ... more
✍️ Follow Paul Ollinger on Substack by clicking here ✍️
“Capitalism is rigged!” cry the masses. “Nobody gets ahead anymore,” says the mainstream press. And 60% of young people believe that the American Dream is dead. But my guest today calls this ho... more
If you’ve ever wondered if having everything you’ve ever wanted would make you feel like a complete human being, this episode is for you. My guest today is Dr. Paul Hokemeyer, a psychotherapist who works almost exclusively with ultra-high-net-worth i... more
“How am I ever going to be happy again?” That was the question the wife of this week’s guest asked him after the death of their one-month-old son, Fisher. Michael Cruz Kayne is a comedian, actor and a staff-writer on The Late Show with Stephen Colber... more
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I couldn’t have found this episode at a better time. My Mom died unexpectedly 2.5 weeks ago. Just an incredibly traumatic and most painful part of my life. Still and will forever grieve and just getting back to work with more pressure; I cry every day. But the strength that Michelle showed and how she remembers about how her mother would have wanted her to keep going is just so important for me to hear right now. All strength and blessings to her and her family losing such a powerful Mom and wom... more
I love this podcast because it’s informative, entertaining and covers a wide range of topics that make me smarter and happier. It also helps to answer esoteric questions about life, yet makes me laugh, smile and think.
Go to a school where you are a little above average. Rinse and repeat through life.
Mostly naive discussion. What a mess.
Enjoy listening to Paul navigate through some entertaining conversations and topics. Thanks to Chris Hill for introducing this show to his audience. Highly recommend, cheers Paul!
Key themes from listener reviews, highlighting what works and what could be improved about the show.










Recent interactions between the hosts and their guests.
Listeners, social reach, demographics and more for this podcast.
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The show features candid conversations with a diverse mix of guests—including scientists, authors, athletes, journalists, and thinkers—centered on happiness, meaning, and the practical realities of modern life. Episodes frequently explore how success, failure, relationships, and personal growth intersect with everyday fulfillment, often weaving in lessons from careers in media, science, finance, sports, and public service. Listeners can expect thoughtful storytelling, accessible ideas, and humor from a host who steers conversations toward tangible takeaways about living a more intentional, contented life. A notable strength is the breadth of guest backgrounds, which offers fresh perspectives on happiness that go beyond money or status, maki... more
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Reasonably Happy launched 7 years ago and published 325 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.
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Recent guests on Reasonably Happy include:
1. Roy Wood Jr.
2. Joseph Moore
3. Michael Cruz Kayne
4. Chris Pavone
5. Steve Chamberlain
6. Peter Doggett
7. Nir Eyal
8. Matt Kaplan
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