Daveed Diggs on the Need for Artistic Expression | From Who's With Me? with W. Kamau Bell
Jul 21, 2026 · 1h 18m
Summary
W. Kamau Bell interviews Daveed Diggs about the importance of intentional work, family, and enduring male friendships, particularly his bond with Rafael Casal. They discuss Diggs' origins in Freestyle Love Supreme, the creation of Hamilton, and his ongoing commitment to Clipping. The conversation also touches on navigating the entertainment industry, from independent films to mainstream success, while reflecting on the value of artistic authenticity.
Topics discussed
Sponsorship and show introduction
Host intro and guest preview
Guest introduction: Daveed Diggs
W. Kamau Bell's departure from UFC
Josh Hokett incident and transphobia in sports
Meeting Daveed Diggs and early career
Identity as a rapper vs actor
Independent filmmaking and creative process
Hamilton's rise and cultural discourse
Tony Awards moment and athletic background
Friendship with Rafael and Blindspotting
Navigating business and friendship dynamics
Balancing fame, family, and travel
Parenting and raising children
Sponsorship break and return to conversation
Life in Oakland and East Bay identity
Community, activism, and local culture
Personal mantras and expectations
The Cool Hand Series and prison films
Outro and sponsorships
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