
About this episode
Larry weighs in on testing positive for COVID-19, the anniversary of the January 6 insurrection, the great Sidney Poitier, and the Amhaud Arbery verdict. He's then joined by Prentice Penny to talk about his journey from being a young writer inspired to work in television through a chance intervention at NYU (29:00) to navigating the industry as a prominent Black producer and showrunner (31:40). Prentice and Larry then offer valuable insight into what it takes to be a successful writer in show business (39:17) before discussing the HBO show 'Insecure' (54:59), his working relationship with the show's lead Issa Rae, (1:04:05) and Prentice's favorite memories from his time working on the series. (1:15:32) Finally, Larry shares some of his experiences working on the 'Bernie Mac Show' (1:21:19) and Prentice looks forward to his career after 'Insecure'.
Host: Larry Wilmore
Guest: Prentice Penny
Producers: Kaya McMullen and Brandy LaPlante
Production Assistant: Chris Sutton
Learn more about your ad choices. Visit podcastchoices.com/adchoices
Get every episode summarized
Each time Larry Wilmore: Black on the Air publishes, we email you a written briefing from the transcript — the topics, who appeared, and any specific claims, with the ad reads skipped.
Email me new episodesFree for 3 shows. No card needed.
Hosts & guests
No transcript yet
This episode has not been transcribed. Request it and it moves to the front of the queue.
More episodes
More from Larry Wilmore: Black on the Air

Larry Says Goodbye
Larry Wilmore: Black on the Air
Dec 29, 202547:36pending

Phil Rosenthal on Max & Helen's
Larry Wilmore: Black on the Air
Dec 21, 202552:51pending

Jon Lovett on the State of the World
Larry Wilmore: Black on the Air
Dec 14, 20251:08:40pending

Werner Herzog on ‘The Future of Truth’
Larry Wilmore: Black on the Air
Nov 23, 20251:23:55pending