After two decades of making movies with his younger brother Mark, Jay Duplass has gone solo. This week, he tells Anna about all the factors that led to that decision: tricky union rules, his brother’s career taking off without him, and the need to provide for his family. They also talk about the resulting film, a tender and unique indie rom-com called The Baltimorons, which Jay co-wrote with the talented but little-known comedian Michael Strassner, who stars in the film with Liz Larsen.

Hear Jay’s younger brother Mark on the show from June 2024: Mark Duplass on Making Money, Mental Health, and Midlife.

This episode was produced by Cameron Drews.

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Why Filmmaker Jay Duplass Had to (Kind of) Break Up With His Brother

Death, Sex & Money