Obsessed: The Podcast
Obsessed: The Podcast
The Daily Beast
Dane Cook on ‘Funny Money’ Doc, ‘SNL’ Regrets and More
41 minutes Posted Sep 26, 2026 at 3:30 am.
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Show notes
Dane Cook opens up to Matt Wilstein about the shocking story behind his new documentary Funny Money: The Dane Cook Story, which explores how his own half-brother, Darryl, stole millions of dollars from him and disappeared. Cook reveals what it was like to discover the betrayal, the bizarre places the stolen cash was hidden—including $60,000 in empty Bagel Bites boxes—and why he waited more than a decade to tell the full story. He also gets candid about the impact the scandal had on his comedy career, the SNL opportunity he walked away from, watching Jimmy Fallon take the role, bombing in front of 15,000 Phish fans, his triumphant return to Boston Garden, and what could be next for this unbelievable story. Funny Money: The Dane Cook Story begins streaming on September 29.
Follow Kevin Fallon on Instagram ⁠⁠@kpfallon⁠⁠
Follow Matt Wilstein on Instagram ⁠⁠@mattjwilstein⁠⁠
Follow Obsessed on Instagram ⁠⁠⁠⁠⁠@beastobsessed⁠
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