John Cusack
Sep 28, 2026 · 1h 14m
Summary
In this episode of Happy Sad Confused, host Josh interviews actor John Cusack, who discusses his new self-financed graphic novel, Momo, and its surreal influences. They explore Cusack’s formative relationships with Hunter S. Thompson and Al Pacino, as well as his creative collaborations on iconic films like Say Anything, High Fidelity, and Con Air. Cusack reflects on the evolution of the Hollywood studio system, contrasting the artistic freedom of the 1990s with today’s corporate landscape, while sharing anecdotes about working with directors like Terrence Malick and Steven Frears.
Topics discussed
Sponsorships: Progressive Insurance and AHS
Introduction: John Cusack and Momo
Writing process and the origin of Momo
Relationship with Hunter S. Thompson
Collaborations with Friedkin and Pacino
Sponsorships: Shopify and AHS
Early career and first major roles
Working with Cameron Crowe on Say Anything
Apology for 8 Minute Out and podcast culture
Sponsorship: Anthropic Claude
Annette, High Fidelity, and Joe Roth
The changing landscape of the film industry
Birkenstocks in The Grudge
Turned down roles and Denny's story
Working with David Fincher on Mank
Character ambiguity and likability in art
Preparing for the Beatles roles
Future projects and storytelling
Rapid fire: Hobbies, games, and directing notes
Closing remarks and sign-off
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