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Reasonably Happy with Paul Ollinger

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

340 episodesEN

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.

Episodes
340
Running
2019–2026 · 7y
Median length
53 min
Cadence
Weekly

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 episodes

The Secret Economics Behind Only Fans, Tarrifs, and Government Grocery Stores

Aug 27, 202656 min

Can You Fake Happiness? w/Beth Cabrera

Aug 20, 202644 min

Freeze the Rent! And Other Silly Policies ( w/ Paula Pant)

Aug 6, 20261h 12m

Nobel Prize Winner on "Moral Economics"

Jul 31, 202649 min

How Empathy Is Destroying Western Civilization (with Gad Saad)

Jul 23, 20261h 10m

The Richest Family You've Never Heard Of

Jul 8, 202652 min

TRIGGERnometry's Francis Foster on Teaching, Comedy, and Why the U.K. is Fucked

Jul 2, 202631 min

W. Kamau Bell on Cosby, Comedy, and Father's Day

Jun 24, 202627 min

5 Questions with Bruce Feiler

Jun 18, 202638 min

5 Questions with Andy Borowitz

Jun 15, 202631 min

A Political Family Black Sheep Tells All (with Rosebud Baker)

Jun 12, 202650 min

5 Questions with A.J. Jacobs

Jun 10, 202632 min

I Read My Essays to You

Jun 3, 202635 min

5 Questions with Dave Barry

May 28, 202630 min

Gretchen Rubin Will Teach You to be Happy

May 26, 202658 min

Money, Family & Comedy w/Roy Wood Jr.

May 14, 202656 min

How to Get Rich in America

May 7, 20261h 6m

The Fragile Power of Wealth

Apr 30, 20261 min

Surviving the Loss of a Child

Apr 16, 20261h 4m

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

Apr 2, 20261h 6m
Paul Ollinger