Gareth Reynolds shares his struggles in show business before co-hosting The Dollop podcast with Marc. They discuss the podcast's creation and Gareth's Midwestern roots. Hilarious anecdotes, drug experiences, and their comedy journey are also highlighted in the conversation.

Music superstar Jewel Kilcher talks about overcoming anxiety, hitchhiking to success, and her new art exhibit. She delves into the dark side of the music industry, personal struggles with panic attacks, and the importance of reshaping internal narratives. Jewel also reflects on family history, pain, trauma, and self-discovery in the entertainment industry.

Bassist Geezer Butler from Black Sabbath shares rock and roll stories with Marc Maron. They discuss the band's evolution, struggles, and unity, touching on influences like Frank Zappa and the Beatles. Geezer reflects on past gigs, band members, veganism, health, and exploring the battle with depression through music and art.

Jude Law and Marc Maron discuss time elasticity, portraying historical characters, and Michael Caine. They reflect on the actor's preparation for roles like Henry VIII in Firebrand and the traveling life of an actor.

Comedian Ali Siddiq shares his life experiences in comedy, from tough upbringing to time in prison. He and Marc discuss storytelling styles and performing standup while sitting. They explore comedy evolution, vulnerability, prison encounters, and Ali's journey from sales pitches to comedy specials.

Guest Ed O'Neill shares his journey from an Ohio steel mill to Al Bundy, discussing his football career, role in Married... with Children, and why he almost said no to Clipped. They touch on Hollywood icons, family ancestry, and the transition from football to acting.

Larry David reflects on his career beginnings, Seinfeld, and Curb Your Enthusiasm origins. He discusses his fight with network executives, early days at Catch a Rising Star, and finding his character. The conversation also touches on Jewish identity, mortality, aging, and health habits.

Susie Essman discusses her time on Curb Your Enthusiasm with Marc Maron, delving into the challenges of separating characters from actors. They chat about Larry David, making parents laugh, and the relief of no longer doing stand-up comedy.

Actor and director Tony Goldwyn shares his family's Hollywood legacy and his journey into the industry, including the making of his new movie 'Ezra' with insights from Bill Burr and Robert DeNiro. They discuss balancing work and personal life, parenting in the entertainment industry, and the challenges of transitioning from acting to directing. The episode highlights the importance of collaboration, authenticity in character portrayal, and the evolution of filmmaking.

Former teen icon turned multi-talented artist, Molly Ringwald, discusses her early days in Hollywood, global stardom in John Hughes movies, and her current projects including Feud: Capote vs The Swans. She reflects on her acting career, personal growth, and challenges in the industry. An insightful and humorous conversation about navigating fame and finding creative fulfillment.