5 Questions with Dave Barry episode artwork

EPISODE · May 28, 2026 · 30 MIN

5 Questions with Dave Barry

from Reasonably Happy with Paul Ollinger · host Paul Ollinger and Dave Barry

✍️ Follow Paul Ollinger on Substack by clicking here ✍️Oh my goodness what a fun time I had chatting with Dave Barry on the first episode of 5 Questions, my bite-sized, live-streamed Substack interview show that I’ll be producing in addition to longer-form episodes of Reasonably Happy. Dave’s column was syndicated to hundreds of newspapers around the globe for several decades. He has published dozens of books on myriad topics that sold millions of copies—of books, not topics—in 22 languages. The New York Times called him “the funniest man in America.” (And when has the NYT ever been wrong?) In other words, he’s accomplished an incredible amount in the funny game, and I'm thrilled I got to talk to him. In this fast-moving 30 minute conversation, we talk about:• What he’s looking for in a nursing home.• Advice for me on shepherding my kids through the college search process (even though it doesn’t matter where they end up)• The rock band he plays in with Stephen King, Amy Tan, Roy Blount, Jr., Scott Turow, and many other• Which other authors make him laugh• What Baby Boomers could learn from Gen Z (and vice versa)Listen now and share with all your friends! Also, come see me tell jokes (or give a talk), in person:* June 4 - Atlanta Athletic Club* June 5 and 6 - Laughing Skull Lounge, Atlanta* June 12 - Wade Hampton Country Club, Cashiers, NC (Talk)* June 19 and 20 - The Comedy Catch, Chattanooga* June 25 - Happy Couples Show, West Side Comedy Club, NYC* July 21 - The Venice West, Los Angeles (on sale soon)* July 23 - Cobbs Comedy Club, San Francisco* Aug 1 - Sticks and Stones Comedy Club, Southampton, NY* Aug 8 - Atlanta Country Club* Aug 13-16 - McCurdy’s Comedy Theatre, Sarasota, FL Get full access to Reasonably Happy at words.paulollinger.com/subscribe

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5 Questions with Dave Barry

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How long is this episode of Reasonably Happy with Paul Ollinger?

This episode is 30 minutes long.

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This episode was published on May 28, 2026.

What is this episode about?

✍️ Follow Paul Ollinger on Substack by clicking here ✍️Oh my goodness what a fun time I had chatting with Dave Barry on the first episode of 5 Questions, my bite-sized, live-streamed Substack interview show that I’ll be producing in addition to...

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