Hal Cruttenden: Middle-Aged Men Behaving Sadly

Hal Cruttenden: Middle-Aged Men Behaving Sadly

July 13, 2026 · 53 min

About this episode

Hal Cruttenden joins Paul Chowdhry for a hilarious and honest conversation about the emotional chaos of middle-aged men.

Hal Cruttenden joins Paul Chowdhry for a hilarious and honest conversation about divorce, dating, comedy, family, insecurity and the emotional chaos of middle-aged men trying to behave normally. Sharp, revealing and very funny — this is Don’t Ask Me That at its most honest.

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