Podcast Title: Senses Working Overtime with David Cross
Episode: Stephen Colbert
Release Date: March 20, 2025
Host/Author: Headgum

Introduction

In this engaging episode of Senses Working Overtime with David Cross, professional talker and comedian David Cross sits down with fellow comedian and television host Stephen Colbert. The conversation is a delightful blend of humor, personal anecdotes, reflections on the entertainment industry, and light-hearted banter, all woven seamlessly without following a strict linear path.

Early Encounters and Career Reflections

Meeting at Carvey's and Early Improv Days
David Cross and Stephen Colbert reminisce about their initial meeting while working on Dennis Miller Live and their time in the Chicago comedy scene. They discuss early improv groups and the challenges of breaking into the industry.

• Stephen Colbert (05:07): "How did we know each other well enough to go to dinner together?"
• David Cross (26:17): "We hit it off instantly. You're very nice and affable."

Struggles in Show Business
Both comedians share stories about their auditions and the struggles of landing roles, highlighting the unpredictability and resilience required in the entertainment world.

• Stephen Colbert (39:01): "I auditioned for Ally McBeal and Dharma and Greg, but nothing stuck."

Behind the Scenes of Late-Night Television

Stories from Set and Unscripted Moments
Stephen delves into his experiences on his late-night show, recounting instances where his in-character antics almost led to real confrontations with guests.

• Stephen Colbert (17:52): "I said, don't ever convince someone to stay. I want their real reaction."
• David Cross (18:48): "That's impressive. These moments shape the authenticity of live television."

Unique Interviews and Unexpected Events
The duo discusses memorable interviews, including the mishaps with guests like Senator Bob Kerry and representatives from DC, emphasizing the fine line between scripted entertainment and genuine interaction.

• Stephen Colbert (18:35): "My guest took off his mic and walked out. I hoped he'd realize I was kidding."

Cultural References and Shared Humor

Mutual Appreciation for Media and Literature
David and Stephen engage in a playful debate about classic films like The Conversation and the influences of French filmmakers on American directors. They also touch upon satirical publications like The Onion and its unique take on news.

• Stephen Colbert (12:36): "I've been thinking about French filmmakers because I saw The Conversation."
• David Cross (30:55): "The Onion's approach is brilliant because they present stories without traditional jokes."

Shared Love for Comedy and Parody
They exchange fond memories of comedy parodies, including Mad Magazine's takes on Star Trek and their own experiences being featured or referenced in such works.

• Stephen Colbert (54:38): "It was me and John getting made fun of. I loved it."
• David Cross (55:27): "Having Al Hirschfeld draw me would have been a marker of success."

Personal Anecdotes and Light-Hearted Banter

Improv Adventures and Creative Projects
Stephen shares his ambitious yet humorous ideas for performances, such as watching all Fast and Furious movies in a storefront, highlighting his commitment to understanding American culture through media.

• Stephen Colbert (46:42): "I want to understand my country by watching all the Fast and Furious movies."
• David Cross (48:24): "David Blaine did something similar in London, but with magic."

Family and Personal Life
David opens up about his family dynamics, including interactions with his daughter and the humorous challenges of parenting, while Stephen humorously navigates discussions about his production team and personal relationships.

• David Cross (55:27): "My wife has something I'm jealous of. It's the same thing—she was in Mad Magazine."
• Stephen Colbert (51:35): "She’s the head of my production company, Carrie Byleck."

Humorous Misunderstandings and Playful Exchanges

Language and Cultural Missteps
The conversation takes a comedic turn as they playfully misinterpret words and cultural references, showcasing their sharp wit and ability to find humor in misunderstandings.

• Stephen Colbert (14:26): "It actually means renowned mariner. But it doesn't mean that because I'm not French."
• David Cross (72:41): "Wisconsin's tricameral legislature is just like the Secret's intentions."

Tarot, Astrology, and Skepticism
Stephen expresses skepticism about tarot and astrology, leading to a humorous debate about the validity and impact of these practices.

• Stephen Colbert (06:49): "Tarot is very powerful, but the images are archetypal and meaningless."
• David Cross (06:35): "Is it dangerous to get into tarot?"

Closing Thoughts and Future Collaborations

Reflections on the Podcast Format
David Cross discusses his original vision for the podcast as a platform for guests to share their sensory experiences, while Stephen muses about the organic, unstructured flow of their conversation.

• David Cross (16:16): "I've tried to tell this story on your show, but you just don't get to it."
• Stephen Colbert (82:48): "This podcast says to me, I just don't see that having dinner with you would work."

Potential for Future Episodes and Specials
They joke about including their unscripted moments in future specials and the possibility of sharing more personal stories, hinting at continued collaboration and mutual respect.

• Stephen Colbert (77:58): "The story I just told is extra stuff. It can go into a special."
• David Cross (78:12): "Let's not call it a special. Let's call it something else. Special is just sort of a random word."

Notable Quotes

• Stephen Colbert (17:52): "I want their real reaction."
• David Cross (27:05): "I didn't believe people were that mad by what happened on your show."
• Stephen Colbert (53:16): "Tarot is too powerful."
• David Cross (55:27): "One of my markers for success was if Al Hirschfeld drew me."

Conclusion

This episode of Senses Working Overtime with David Cross offers listeners a rich tapestry of humor, personal insights, and candid reflections from two seasoned comedians. Stephen Colbert's sharp wit and David Cross's thoughtful banter create an engaging dialogue that is both entertaining and enlightening, providing a glimpse into the minds of two influential figures in the world of comedy and television.

For more episodes and to explore a variety of conversations, visit Headgum or your favorite podcast platform.