Uploaded March 2026 | Updated September 2026, 3 weeks ago
Bill Maher welcomes Jerry O’Connell to Club Random with Bill Maher for a conversation that jumps from childhood fame to life in Calabasas. Jerry reflects on the unlikely moment that set his career in motion—when director Rob Reiner told the shy kid from Stand by Me to stop holding back and lean into who he was. That advice, he says, changed everything. From there, the two get into Jerry’s marriage to Rebecca Romijn, the surreal experience of being married to someone once married to John Stamos, and the chaos of raising teenagers in Calabasas. Along the way they cover Kourtney Kardashian’s parking etiquette, the Dean Martin school of zero rehearsal, and why ayahuasca is a hard no for both of them.
#billmaher #jerryoconnell #standbyme #robreiner #acting
Subscribe to the Club Random YouTube channel:
youtube.com/c/clubrandompodcast?sub_confirmation=1
Watch episodes ad-free – subscribe to Bill Maher’s Substack:
billmaher.substack.com
Subscribe to the podcast for free wherever you listen: bit.ly/ClubRandom
Support our Advertisers:
-Protect your car with CarShield. Get 20% off at carshield.com with code RANDOM
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Buy Club Random Merch:
clubrandom.com
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ABOUT CLUB RANDOM
In Club Random, Bill Maher unleashes his comedic wit on an unpredictable lineup – from Bill Burr and Jerry Seinfeld to Quentin Tarantino and Neil deGrasse Tyson – digging into everything but politics. It’s Maher in his familiar element: one-on-one vibes, unfiltered laughs, and the kind of freewheeling banter only he can deliver.
For advertising opportunities please email: PodcastPartnerships@Studio71us.com
ABOUT BILL MAHER
Bill Maher was the host of “Politically Incorrect” (Comedy Central, ABC) from 1993-2002, and for the last 23 years on HBO’s “Real Time,” Maher’s combination of unflinching honesty and big laughs have garnered him 41 Emmy nominations. Maher won his first Emmy in 2014 as executive producer for the HBO series, “VICE.” In October of 2008, this same combination was on display in Maher’s uproarious and unprecedented swipe at organized religion, “Religulous.”
Maher has written six bestsellers: “True Story,” “Does Anybody Have a Problem with That? Politically Incorrect’s Greatest Hits,” “When You Ride Alone, You Ride with Bin Laden,” “New Rules: Polite Musings from a Timid Observer,” “The New New Rules: A Funny Look at How Everybody But Me Has Their Head Up Their Ass", and most recently "What This Comedian Said Will Shock You".
00:00 Intro
04:14 Jerry on Marriage to Rebecca Romijn
05:05 Watching the John Stamos Episode with His Wife
07:14 Bill and Jerry Remember Filming Tomcats
12:30 How Hollywood Managers Shape Careers
14:20 Bill on Early Career Rejection and Getting Back Up
16:09 Young People Living at Home and Anxiety Culture
21:38 Being the "Fat Kid" in Stand By Me
23:36 Jerry Talks Anxiety and Stressing Out His Wife
29:22 Watching Full House with His Kids
30:36 Rob Reiner Changed Jerry’s Life on Stand By Me
36:15 Bill on Boys Masculinity and Modern Culture
41:12 Jerry Finally Tells the Kardashian Parking Lot Story
46:04 Growing Up in 70s and 80s New York
50:15 Getting Mugged in New York at Age 12
52:24 Jerry’s Parents Didn’t Push His Acting Career
57:06 Why Landman Isn’t Getting Awards
1:00:52 The Kardashian Parking Lot Story Pays Off
1:04:26 The Sphere Concert and Modern Drug Culture
1:07:19 Ayahuasca vs Party Drugs
1:10:40 Jerry on Dating Rebecca Romijn
1:13:18 Trying to Have Kids After Years of Avoiding It
1:16:19 Jerry Plugs the Stand By Me Live Tour
1:18:48 Saving the Hollywood Film Industry
1:21:26 AI Actors and the Future of Movies
1:24:06 Pets Dogs vs Cats
1:31:26 Hollywood Awards and Celebrity Politics
1:39:24 Final Hit Canter’s Deli and Goodbye
FOLLOW CLUB RANDOM
clubrandom.com
facebook.com/Club-Random-101776489118185
twitter.com/clubrandom_
instagram.com/clubrandompodcast
tiktok.com/@clubrandompodcast
FOLLOW BILL MAHER
billmaher.com
twitter.com/billmaher
instagram.com/billmaher
Bill Maher welcomes Jerry O’Connell to Club Random with Bill Maher for a conversation that jumps from childhood fame to life in Calabasas. Jerry reflects on the unlikely moment that set his career in motion—when director Rob Reiner told the shy kid from Stand by Me to stop holding back and lean into who he was. That advice, he says, changed everything. From there, the two get into Jerry’s marriage to Rebecca Romijn, the surreal experience of being married to someone once married to John Stamos, and the chaos of raising teenagers in Calabasas. Along the way they cover Kourtney Kardashian’s parking etiquette, the Dean Martin school of zero rehearsal, and why ayahuasca is a hard no for both of them.
#billmaher #jerryoconnell #standbyme #robreiner #acting
Subscribe to the Club Random YouTube channel:
youtube.com/c/clubrandompodcast?sub_confirmation=1
Watch episodes ad-free – subscribe to Bill Maher’s Substack:
billmaher.substack.com
Subscribe to the podcast for free wherever you listen: bit.ly/ClubRandom
Support our Advertisers:
-Protect your car with CarShield. Get 20% off at carshield.com with code RANDOM
-Try Claude for free at claude.ai/clubrandom
-Try ZipRecruiter for free at ziprecruiter.com/random
Buy Club Random Merch:
clubrandom.com
Learn more about your ad choices. Visit podcastchoices.com/adchoices
ABOUT CLUB RANDOM
In Club Random, Bill Maher unleashes his comedic wit on an unpredictable lineup – from Bill Burr and Jerry Seinfeld to Quentin Tarantino and Neil deGrasse Tyson – digging into everything but politics. It’s Maher in his familiar element: one-on-one vibes, unfiltered laughs, and the kind of freewheeling banter only he can deliver.
For advertising opportunities please email: PodcastPartnerships@Studio71us.com
ABOUT BILL MAHER
Bill Maher was the host of “Politically Incorrect” (Comedy Central, ABC) from 1993-2002, and for the last 23 years on HBO’s “Real Time,” Maher’s combination of unflinching honesty and big laughs have garnered him 41 Emmy nominations. Maher won his first Emmy in 2014 as executive producer for the HBO series, “VICE.” In October of 2008, this same combination was on display in Maher’s uproarious and unprecedented swipe at organized religion, “Religulous.”
Maher has written six bestsellers: “True Story,” “Does Anybody Have a Problem with That? Politically Incorrect’s Greatest Hits,” “When You Ride Alone, You Ride with Bin Laden,” “New Rules: Polite Musings from a Timid Observer,” “The New New Rules: A Funny Look at How Everybody But Me Has Their Head Up Their Ass", and most recently "What This Comedian Said Will Shock You".
00:00 Intro
04:14 Jerry on Marriage to Rebecca Romijn
05:05 Watching the John Stamos Episode with His Wife
07:14 Bill and Jerry Remember Filming Tomcats
12:30 How Hollywood Managers Shape Careers
14:20 Bill on Early Career Rejection and Getting Back Up
16:09 Young People Living at Home and Anxiety Culture
21:38 Being the "Fat Kid" in Stand By Me
23:36 Jerry Talks Anxiety and Stressing Out His Wife
29:22 Watching Full House with His Kids
30:36 Rob Reiner Changed Jerry’s Life on Stand By Me
36:15 Bill on Boys Masculinity and Modern Culture
41:12 Jerry Finally Tells the Kardashian Parking Lot Story
46:04 Growing Up in 70s and 80s New York
50:15 Getting Mugged in New York at Age 12
52:24 Jerry’s Parents Didn’t Push His Acting Career
57:06 Why Landman Isn’t Getting Awards
1:00:52 The Kardashian Parking Lot Story Pays Off
1:04:26 The Sphere Concert and Modern Drug Culture
1:07:19 Ayahuasca vs Party Drugs
1:10:40 Jerry on Dating Rebecca Romijn
1:13:18 Trying to Have Kids After Years of Avoiding It
1:16:19 Jerry Plugs the Stand By Me Live Tour
1:18:48 Saving the Hollywood Film Industry
1:21:26 AI Actors and the Future of Movies
1:24:06 Pets Dogs vs Cats
1:31:26 Hollywood Awards and Celebrity Politics
1:39:24 Final Hit Canter’s Deli and Goodbye
FOLLOW CLUB RANDOM
clubrandom.com
facebook.com/Club-Random-101776489118185
twitter.com/clubrandom_
instagram.com/clubrandompodcast
tiktok.com/@clubrandompodcast
FOLLOW BILL MAHER
billmaher.com
twitter.com/billmaher
instagram.com/billmaher
