5 Questions with Andy Borowitz

from Reasonably Happy with Paul Ollinger · host Paul Ollinger and Andy Borowitz

On this third episode of 5 Questions, I speak with Andy Borowitz, whose massively popular newsletter The Borowitz Report tops out around 200 words per post. So this intro is going to be brief!Even if you belong to Andy’s army of loyal readers, you might not know that he is also the co-creator of The Fresh Prince of Bel-Air and wrote on classic 80’s TV shows, The Facts of Life and Square Pegs, which helped to launch Sarah Jessica Parker’s career.In this fast-paced conversation, Andy and I discuss:* His career in and out of Hollywood* How to write succinctly* His grammatical pet peeve(s)* Whether AI will ever be able to write comedy* The best advice he got from Susie Essman (aka, the secret to a happy life)Subscribe to The Borowitz Report here.Subscribe to Paul Ollinger's Reasonably Happy here. See Paul tell jokes near you:• 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• July 23 - Cobbs Comedy Club, San Francisco• Aug 1 - Sticks and Stones Comedy Club, Southampton, NY• Aug 8 - Atlanta Country Club (private show)• Aug 13-16 - McCurdy’s Comedy Theatre, Sarasota, FLThat is all - have a wonderful day! Get full access to Reasonably Happy at words.paulollinger.com/subscribe

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This episode is 31 minutes long.

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This episode was published on June 15, 2026.

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