Mike Birbiglia's Working It Out
Mike Birbiglia's Working It Out
Mike Birbiglia
Questlove: The Art of Self-Sabotage
57 minutes Posted Oct 6, 2025 at 4:10 am.
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Best of WIO: Questlove

(Recorded April 2025) The legendary Ahmir Thompson (aka Questlove) sits down for his first appearance on Working It Out. Mike and Questlove discuss touring with his father’s band as a kid, every DJ’s worst nightmare, and how jealousy and self-sabotage can affect even a member of a band as iconic as The Roots. Plus, what it was like accepting an Oscar after The Slap and the behind-the-scenes process of Quest’s new documentaries Sly Lives! and Ladies & Gentlemen... 50 Years of SNL Music.

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