Key Takeaways

• The podcast episode features a conversation between Conan O’Brien and guest Io Debrie, focusing on their shared Boston roots, comedic journeys, and personal experiences.
• Io Debrie discusses her path to comedy, including her early anxieties, her parents’ reactions to her career choices, and her eventual success as a writer and director, notably for ‘The Bear’.
• The episode includes a recurring segment where Conan and his team play a ‘guess the voice’ game, attempting to identify who is speaking from a series of ‘hi’s.
• Both Conan and Io share anecdotes about their early careers, the challenges of breaking into the entertainment industry, and the importance of curiosity and perseverance.
• The conversation touches on the nature of performance, the evolution of comedic styles, and the personal growth that comes with pursuing a creative career.

Segments

Meeting Io Debrie and Early Encounters (~00:15:00)

• Key Takeaway: Conan and Io recount a missed opportunity to meet years prior, where they both hesitated to approach each other across a street, leading to a humorous ‘what if’ scenario.
• Summary: Io Debrie joins the podcast, and Conan recalls a time he thought he saw her across the street but didn’t approach. Io confirms it was her and her friends, and they discuss the awkwardness of that missed connection and a subsequent encounter at an event where Io made a video for Conan’s daughter.

Boston Roots and Public Recognition (~00:25:00)

• Key Takeaway: Io Debrie is honored with her own day in Boston, a recognition Conan O’Brien has never received, leading to a humorous comparison of their public accolades.
• Summary: The conversation shifts to Io’s upbringing in Dorchester, Boston, and the honor of having ‘Io Debrie Day’ declared in the city. Conan expresses surprise and mild envy that he doesn’t have a similar day, contrasting their experiences with public recognition.

Io’s Journey into Comedy and Parental Support (~00:35:00)

• Key Takeaway: Io Debrie shares her anxieties about pursuing a career in comedy and the eventual supportive, albeit initially pragmatic, reaction from her parents.
• Summary: Io discusses her early anxieties, her initial desire to be a teacher, and how she eventually pivoted to comedy. She recounts telling her parents about her career change at an IHOP, leading to an emotional moment of support from them.

Directing ‘The Bear’ and Career Evolution (~00:50:00)

• Key Takeaway: Io Debrie reveals her transition into directing, encouraged by ‘The Bear’ creator Chris Storer, and her dedication to learning the craft.
• Summary: Conan asks Io about her directorial work on ‘The Bear,’ specifically an episode for which she received an award nomination. Io explains how Chris Storer encouraged her to direct and her process of shadowing and learning the role, emphasizing her commitment to doing her best.

The ‘Guess the Voice’ Game (~01:15:00)

• Key Takeaway: The podcast team plays a ‘guess the voice’ game, attempting to identify Conan, Adam, Matt, Eduardo, and Sona based solely on their ‘hi’s.
• Summary: The show revisits a classic segment where team members say ‘hi’ while the others have their eyes closed, trying to guess who is speaking. They start with Conan and Adam, then expand to include Eduardo and Sona, leading to humorous misidentifications and competitive banter.

The ‘Six Dicks and a Mic’ Game Concept (~01:30:00)

• Key Takeaway: Conan and Adam brainstorm a potential board game based on the ‘guess the voice’ segment, humorously titling it ‘Six Dicks and a Mic’ for marketing purposes.
• Summary: Conan and Adam discuss turning their ‘guess the voice’ game into a commercial product, coming up with a provocative title and concept for a board game, complete with a mock-up of its cheap production and adult-themed packaging.