IMO with Michelle Obama and Craig Robinson IMO with Michelle Obama and Craig Robinson

Enter the Escape Room with Wanda Sykes

Jul 8, 2026 · 1h 8m

Summary

Craig Robinson and Michelle Obama welcome comedian Wanda Sykes to discuss her new Netflix special, Legacy. They share humorous anecdotes about the 2009 White House Correspondents' Dinner, Wanda’s transition from government work to stand-up, and her family life. The conversation also touches on parenting styles, the current political climate, and Wanda’s journey as an artist and mother.

Topics discussed

Intro, weather chat, and coaching kids' basketball Wanda Sykes intro and White House Correspondents Dinner story Recording 'Legacy' at Hampton University Childhood storytelling and military family background Progressive ad: Making a house feel like home Ignoring advice to fix her voice and leaving government job First comedy contest and learning to bomb on stage Writing for Chris Rock and the 'Video Mama' sketch Progressive ad: First-time homebuyer support Career growth, 'Legacy' themes, and hotel towel jokes Meeting wife Alex on Fire Island and starting a family Parenting discipline and childhood spanking stories Esther Roll, Spanx struggles, and boxing training Dramatic role in 'Undercard' and future goals Listener advice on choosing a neighborhood and closing
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