On this episode of the BobbyCast, Bobby talks with singer-songwriter Will Anderson about love, loss, and rebuilding a life in public. Will shares why he’s putting out a book of poems written by his late wife, how he’s preserving her voice on the page, and what navigating dating again has really been like. Bobby and Will also wade into politics—their case for free education and healthcare, the idea of an age limit for the presidency, and whether Bobby would ever actually run for office. Will takes us back to the origin of his band Parachute, the early grind, the breakout, and what it would take for them to get back together. It’s an honest, thoughtful conversation about grief, purpose, creativity—and what comes next.

Check out Will on TikTok HERE and Monday Music Club with Willy J HERE

Get tickets to see Will, a copy of his late wife's book of poems, and more HERE

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Watch this Episode on Youtube