In just under a decade, Jerrod Carmichael has had a remarkably varied career. On the heels of his latest HBO special, we return to our conversation with Emmy-winning comedian.

At the top, we unpack the origin of his deeply personal series Jerrod Carmichael Reality Show (6:30), his early days making his NBC sitcom (10:57), and why he decided to broadcast a deeply intimate conversation on the reality show (13:00). Then, he unpacks his view of the camera as a vessel for honesty (17:10), the response from audiences witnessing Jerrod ‘Truman Show’ himself (21:30), and his three-decade history of storytelling (34:15).

On the back-half, Carmichael describes the artists who inspired his work (43:00), a formative performance in his first HBO special Love at the Store (50:50), and the evolution of his comedy (57:37). To close, he reflects on the central truth he explores in this new series (59:30) and how he hopes this art will at long last set himself—and his family—free (1:08:30).

Watch this episode on YouTube and subscribe to our new channel.

Thoughts or future guest ideas? Email us at [email protected]. This conversation was recorded at Spotify Studios in Los Angeles.

See omnystudio.com/listener for privacy information.