Podcast Episodes

Giving Away Half-a-Billion Dollars w/ Craigslist founder, Craig Newmark

If you had hundreds of millions of dollars, how would you use it? Craigslist founder Craig Newmark faces this exact “problem”—and he’s working hard to give his fortune away to nonprofits tackling som…

Published on 8 hours ago

Laughing at Death

What happens when you mix grief, comedy, and a brutally honest take on life’s hardest moments? You get John Kenney’s new book, I See You’ve Called in Dead. In this episode, I (i.e., me–Paul–the host)…

Published on 1 week ago

Rise of Populism

Political strategist, author, and CNN commentator Brad Todd joins Paul Ollinger for a no-BS and eye-opening conversation about what’s really happening in American politics. From growing up in East Te…

Published on 2 weeks ago

From Prison to Oprah

What happens when a suburban soccer mom falls into heroin addiction, commits felonies, and ends up in prison—only to climb back out and become a four-time New York Times bestselling author? In this u…

Published on 4 weeks ago

Would you vote for Jesus?

📬 Subscribe to Paul’s Substack: https://words.paulollinger.com/ 📖 Learn more about Jonathan Rauch: https://jonathanrauch.typepad.com/ What happens when someone who grew up Jewish, gay, and atheist fi…

Published on 1 month ago

Tribalism is Dumb (w/Andrew Heaton)

Andrew Heaton is the author of the new book Tribalism Is Dumb and the host of The Political Orphanage podcast. He sits down with Paul to unpack where tribalism comes from, how it is tearing us apart,…

Published on 1 month, 2 weeks ago

Puck CEO, Sarah Personette

This week, Paul sits down with Sarah Personette, CEO of Puck, the fast-growing news outlet the New York Times described as “Vanity Fair for the Substack era.” From her ambition to become a CEO at age…

Published on 2 months ago

Weapons Grade Gorgeous

Episode 4

Paul sits down with comedian and actor Mehran Khaghani and gets deep into the psyche of a man who was brought to America from Iran as a 3 year old who discovered himself after years of addiction and …

Published on 2 months, 1 week ago

How Victimhood and Narcissism Hold Us Back (w/ Scott Barry Kaufman)

Scott Barry Kaufman is a cognitive scientist and best-selling author of the book Rise Above: Overcome a Victim Mindset, Empower Yourself, and Realize Your Full Potential. Scott’s writing dives deep i…

Published on 2 months, 2 weeks ago

Legacy, Loss, and Being Jewish Now | Reasonably Happy with Paul Ollinger

Zibby Owens is an author, publisher, and bookstore owner. She opens up about her writing journey, legacy, loss, and identity as the daughter of Blackstone founder Stephen A. Schwarzman. Zibby shares …

Published on 2 months, 2 weeks ago