
Show Notes
How did Jonah Hill go from lovable comedy darling to one of the most bitter and snarkable actors in Hollywood? We attempt to unpack it (while giving him his 10s for the masterpiece that is “21 Jump Street”).
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Approximate Timestamps:
00:00 Intro & Catch-Up (Patreon AMA Recap)
01:30 Introducing Jonah Hill: Insecurity, Ego & Resentment of Fame
02:30 Friend Group, a Valet's Bad Experience & Recent Smartless Appearance
04:30 Early Life: Family, Cheviot Hills Upbringing & Adam Levine Friendship
11:30 Career Rise: Superbad, SNL & Turning Down The Hangover
13:50 Moneyball, 21 Jump Street & Joining Bruno's Writers Room
19:00 Wolf of Wall Street, 22 Jump Street & Directing Mid90s
24:00 Zine, Losing The Batman's Riddler Role & Don't Look Up
25:20 Stepping Back from Press, Anxiety & the Stutz Documentary
27:10 Body Image Arc: From Zine to "I'll Annihilate You" (2018-2026)
29:00 You People: Cast, Controversy & Antisemitism Criticism
32:30 Recent Writing Career & Weight Loss/Ozempic Rumors
38:00 Claudia Oshry Comparison, Drug Rumors & Homophobic Slur Controversy
42:00 Dating History, Marriage to Olivia Miller & Sarah Brady Abuse Allegations
48:10 Public Backlash, Alexa Nicholas Allegations & Kat Tenbarge Lawsuit
53:10 Revisiting the 2026 Smartless Interview & Final Thoughts
01:01:20 Outro & Show Plugs Learn more about your ad choices. Visit megaphone.fm/adchoices
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