Boston Comedy, Recovery, and Real Talk with Gary Bolles | So New England #68

from So New England with Ian Brownhill · host Ian Brownhill

Gary Bolles joins Ian and RJ for a raw, funny, and brutally honest conversation about growing up in Southie, fighting through addiction, and finding a second life in standup comedy. We get into Boston culture, viral content, therapy, and what it really takes to put yourself out there. One of our most genuine and meaningful episodes yet.

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This episode is 1 hour and 8 minutes long.

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This episode was published on December 9, 2025.

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