Mike Birbiglia's Working It Out
166. Questlove: The Art of Self-Sabotage
Apr 14, 2025
Questlove, the iconic drummer and producer of The Roots, opens up about his early touring experiences with his father's band. He candidly discusses the emotional toll of self-sabotage and jealousy, even within a legendary band. The conversation takes a humorous turn as he reflects on the Oscars and the unexpected aftermath of 'The Slap.' Listeners also get a glimpse into his upcoming documentary, Sly Lives!, and the pivotal journey of embracing authenticity in an industry filled with pressures and expectations.
58:14
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Quick takeaways
- Questlove emphasizes the impact of jealousy and self-sabotage on creativity, urging individuals to acknowledge these behaviors for personal growth.
- Through his documentaries, Questlove illustrates the connection between music and cultural history, showcasing the vulnerabilities faced by artists in their creative journeys.
Deep dives
Exploring Jealousy and Self-Sabotage
The conversation delves into the complexities of jealousy and self-sabotage, particularly how these emotions can hinder creativity. Questlove expresses his perspective on how individuals may not always recognize their self-sabotaging behaviors, suggesting that it stems from a desire to control outcomes. This theme resonates with the discussions around the film 'Don't Think Twice,' where characters grapple with their ambitions and fears, often being oblivious to their own limitations. The dialogue highlights the importance of acknowledgment and confrontation of these feelings in the pursuit of success.
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