Joel Stein

Joel Stein is a writer. He’s taught humor writing at Princenton, written for Time magazine, and has worked for Martha Stewart. You may know him from television appearances on VH1’s I Love the 70s – 90s, HBO’s Phoning It In, and Comedy Central’s Reel Comedy.

Guest Appearances

November 6, 2019

Jet-setting with Joel Stein.

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October 20, 2019

Wealth. Power. Enormous boats. These are just some of the markers of “elite” status in America. Populist candidates win race after race by running against Those Darn Elites. But what if that’s a fake difference? What if the “elites” are merely people who like information? And what if the “populists” are even richer and more affluent than the democracy nerds they keep running against? Most importantly: what if misunderstanding “elitism” in 2020, just like we all misunderstood it in 2016, could continue to screw the whole world up?

On this episode of The Cracked Podcast, Alex Schmidt is joined by journalist/comedy writer/author Joel Stein. They’ll explore the facts, figures, and freaky rural Texan crafts businesses from Joel’s new book ‘In Defense of Elitism: Why I’m Better Than You and You’re Better Than Someone Who Didn’t Buy This Book’. Find out why Trump voters can’t be defined as “poor and uneducated”. Find out how the creator of ‘Dilbert’ and the leaders of the #Resistance both went a little bit insane. And most of all, discover the actual political divide that decided the 2016 election (and may decide it again in 2020).


October 16, 2019

This week, Bryan talks about the 14-hour press conference given by Ukrainian president Volodymyr Zelensky in the wake of the Trump impeachment proceedings. Then, Erin discusses the return of generational wealth disparity for women and how systems designed to help women are actually benefiting men. Plus, author Joel Stein drops by to talk about writing and researching for his new book, In Defense of Elitism: Why I’m Better Than You and You’re Better Than Someone Who Didn’t Buy This Book.


And make sure to check out Deeper Shade of Shade on Stitcher Premium, where Bryan and Erin interview their favorite friends of the show. For a free month of listening, go to and use promo code ‘SHADE’.



This episode is sponsored by Grove (, Casetify (, and Calm (

July 13, 2016

Joel Stein has always wanted to live a passionate life — but even though he’s successful, famous, and has a lovely home life, Joel’s doesn’t truly feel alive. A psychiatrist even told him he’s dead inside. In Episode 1 “What’s Wrong with Me?” Joel tries to fix his life, one episode at a time. In episode one? He deals with intimacy, and his porn habit, with help from Tim Ferriss, Dan Savage, and his wife Cassandra.

Use Promo Code WRONG to hear the entire series of What’s Wrong With Me on Howl FREE for 1-month.

April 28, 2016

Journalist and Time contributor Joel Stein joins Sarah and Susan on this week’s Crybabies! We’ll see if Bruce Springsteen, Huckleberry Finn, and some old Friends are enough to get the tears rolling.

December 4, 2015

Joel Stein, journalist extraordinaire and regular contributor to Time joins Ronna & Beverly to chat about his experience getting hair plugs, getting a call from GQ for him to get in superhero shape, The Naughty Jewish Boys Calendar, and trying to improve his marriage by watching less porn which can be heard on his new HOWL podcast What’s Wrong With Me? Also, Beverly apologizes for an incident that occurred this past Thanksgiving.

Check out Joel’s GQ piece here: