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

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

Author: Paul Ollinger June 24, 2026 Duration: 27:50

I was most pleased to speak this afternoon with W. Kamau Bell, a Peabody Award and 4-time Emmy-winning comedian, filmmaker, and television host who is also a Celebrity Jeopardy champion!

He is best known as the creator and host of CNN’s United Shades of America on which he spent seven seasons traveling the country exploring communities, subcultures, and perspectives that often go overlooked. The show demonstrated his unique skill of helping people conduct difficult conversations without losing their sense of humor.

Not that he’s afraid to mix things up. Kamau’s 2022 HBO docu-series, We Need to Talk About Cosby dove deep into numerous allegations of sexual assault against legendary comedian and television icon, Bill Cosby, a comedian whose work Kamau deeply admired.

Kamau has a new podcast called Who’s With Me? on which he has already talked to Ted Danson, Delroy Lindo, Daveed Diggs, and Kristen Kish.

He spoke to me from his home in Oakland, CA where he lives with his wife and their three daughters. In this occasionally-serious, but most enjoyable conversation, we discuss:

* The difference between craft and character

* His love of podcasting

* Comedy nerd-ship

* The best part about Father’s Day

* And—most importantly— Dave Barry

Leave comments below. And follow / subscribe to this podcast.

Also subscribe to Kamau’s ‘Who’s With Me?’ Substack here and to Paul’s ‘Reasonably Happy’ Substack here.



Get full access to Reasonably Happy at words.paulollinger.com/subscribe

Paul Ollinger has worn a few different hats-stand-up comedian, tech executive, and now, the curious host of Reasonably Happy with Paul Ollinger. This isn't a lecture series or a dry self-help guide. Instead, it feels more like pulling up a chair for a series of genuinely engaging talks that wander into the places where our daily lives, careers, and inner worlds collide. The conversations, which feature authors, thinkers, and various creatives, are refreshingly candid. They dig into the practical and philosophical questions about what it actually means to build a life that feels both successful and satisfying. You'll find that each episode of this podcast approaches big themes-money, purpose, and the pursuit of contentment-with a blend of wit and thoughtful depth. The underlying idea isn't about finding a perfect, Instagram-ready version of happiness, but something more grounded and attainable. It's for anyone who's ever wondered if there's a smarter, more meaningful way to navigate the pressures of business and culture without losing sight of what matters. Tuning in, you get the sense that Paul is figuring it out alongside his guests, making the insights feel earned and relatable. The result is a consistently interesting exploration of how we can all aim for a life that feels reasonably, and authentically, well-lived.
Author: Language: English Episodes: 50

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