
Reasonably Happy with Paul Ollinger
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.
Paul Ollinger
Show overview
Reasonably Happy with Paul Ollinger has been publishing since 2019, and across the 7 years since has built a catalogue of 340 episodes. That works out to roughly 300 hours of audio in total. Releases follow a weekly cadence.
Episodes typically run thirty-five to sixty minutes — most land between 47 min and 59 min — and the run-time is fairly consistent across the catalogue. It is catalogued as a EN-language Comedy show.
The show is actively publishing — the most recent episode landed 2 days ago, with 31 episodes already out so far this year. Published by Paul Ollinger.
From the publisher
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
Latest Episodes
View all 340 episodesThe Secret Economics Behind Only Fans, Tarrifs, and Government Grocery Stores
Can You Fake Happiness? w/Beth Cabrera
Freeze the Rent! And Other Silly Policies ( w/ Paula Pant)
Nobel Prize Winner on "Moral Economics"
How Empathy Is Destroying Western Civilization (with Gad Saad)
The Richest Family You've Never Heard Of
TRIGGERnometry's Francis Foster on Teaching, Comedy, and Why the U.K. is Fucked
W. Kamau Bell on Cosby, Comedy, and Father's Day
5 Questions with Bruce Feiler
5 Questions with Andy Borowitz
A Political Family Black Sheep Tells All (with Rosebud Baker)
5 Questions with A.J. Jacobs
I Read My Essays to You
5 Questions with Dave Barry
Gretchen Rubin Will Teach You to be Happy
Money, Family & Comedy w/Roy Wood Jr.
How to Get Rich in America
The Fragile Power of Wealth
Surviving the Loss of a Child

Millionaires v. Billionaires in NYC
Chris Pavone is the bestselling author of some of the smartest and most stylish thrillers of the past decade. His latest book, The Doorman is set in a glamorous Manhattan apartment building where the lives of the ultra-wealthy residents intersect with the man who quietly watches it all—the doorman. Over the course of one explosive day, secrets, class tensions, and personal betrayals collide in a fast-moving plot that doubles as sharp social satire about modern New York and the divides of race, wealth, politics, and status. This invites an inevitable and much-deserved comparison to Tom Wolfe’s Bonfire of the Vanities, though the Masters of the Universe are now fleece-vest-wearing tech and hedge-fund bros (not that there’s anything wrong with that). Full-disclosure: I loved this book. It's a page-turner! It's eminently-readable! But even more, it's an insightful look at modern society through the lens of New York City. Before becoming a novelist, Chris spent nearly two decades in book publishing, working on—or with—the editorial team for authors like John Grisham and Pat Conroy. Chris' debut novel, The Expats, became an international bestseller, won the Edgar Award and the Anthony Award for Best First Novel, and was translated into more than 30 languages. Since then he’s written a string of critically acclaimed thrillers—including The Accident, The Travelers, and The Paris Diversion—known for their globe-trotting settings, psychological depth, and characters navigating secrets, ambition, money, and power. ✍️ Please rate and review Reasonably Happy HERE (DO IT!) ✍️ 📚 Read Paul’s Substack newsletter HERE 📚🗽 Order 'The Doorman' book HERE. 🗽🚩 Follow Chris Pavone on Substack 🚩 This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit words.paulollinger.com/subscribe