← Home
Club Random with Bill Maher · March 16, 2026 · 1h 38m

Jerry O'Connell | Club Random with Bill Maher

Bill Maher sits down with actor Jerry O'Connell for a freewheeling conversation that spans from childhood fame on Stand by Me to the chaos of parenting in Calabasas. They recount director Rob Reiner's life-changing advice, discuss the surreal experience of marriage to Rebecca Romijn, and swap stories about celebrity neighbors. The pair also touch on Dean Martin's effortless performance style and their shared aversion to ayahuasca.

This summary was generated from show notes and public descriptions, not from a full transcript review. Details may contain inaccuracies.

Highlights

Rob Reiner's Advice to a Shy Kid
Jerry O'Connell recalls how director Rob Reiner told him to stop holding back and lean into who he was while filming Stand by Me, advice that changed his life.

Editorial

Surreal Marriage to Rebecca Romijn
O'Connell describes the surreal feeling of being married to someone who was previously married to John Stamos.
Raising Teenagers in Calabasas
The chaos of raising teenagers in Calabasas is discussed, touching on the challenges of parenting in a wealthy, high-profile community.
Kourtney Kardashian's Parking Etiquette
An anecdote about Kourtney Kardashian's parking habits is shared, adding to the show's casual, offbeat nature.
The Dean Martin School of Zero Rehearsal
The hosts discuss Dean Martin's approach of performing with little to no rehearsal, admiring the laid-back confidence it requires.
Why Ayahuasca Is a Hard No
Both Maher and O'Connell firmly reject the idea of trying ayahuasca, citing personal reservations.
Was this useful?