“I don’t fuck with Molly anymore.” Those are the first words said by Issa Dee, played by co-creator and star Issa Rae, in the beginning of Season 4 of HBO’s “Insecure.” She’s talking, of course, about ...

Issa Rae is about to serve up another comedy series on HBO. The Insecure star is teaming with Succession EP, Adam McKay to bring Nice White Parents to the small screen. The pair will adapt the ...

There’s nothing normal about this year’s Emmy season as we face a global pandemic and, in recent weeks, a national uprising against systemic racism and police brutality. With this latter upheaval in ...

Her Insecure HBO series may be ending, but that doesn’t mean HBO is losing that Issa Rae magic! The Emmy-winning HBO comedy series Insecure is ending after HBO had announced that the upcoming fifth ...

Issa Rae is putting her producer cap back on and pairing Keke Palmer and SZA together for a new comedy movie. Though details are still coming together, both SZA and Palmer are confirmed to lead the ...

Rap Sh!t follows two high school friends who pursue their dreams of rap dominance while living in Miami. Rae tapped City Girls members Yung Miami and JT as executive producers on the project. Source: ...

Insecure may be ending, but that doesn’t mean Issa Rae hasn’t been busy cooking up some new content. HBO Max announced an eight-episode order for the new comedy series, Rap Sh*t, from Rae, with ...

The executive producer discusses working with so many women, the systemic problem with awards shows and how his and Issa Rae’s HBO comedy moved the industry forward. By Mikey O'Connell TV Features ...

A version of this story about Issa Rae and Prentice Penny first appeared in the Drama/Comedy/Actors issue of TheWrap Emmy magazine. There’s nothing normal about this year’s Emmy season as we face a ...