Latest in Prentice Penny

After four sometimes awkward and often acclaimed seasons on HBO, Insecure will come to its conclusion with the upcoming fifth season. “Prentice and I are so grateful that HBO believed in our show from the beginning and kept faith in us to see our vision through the end,” co-creator and star Issa Rae told Deadline…

EXCLUSIVE: Insecure EP Prentice Penny has reteamed with Netflix for his next directorial feature following the success of his debut film, Uncorked. Penny has partnered with Chernin Entertainment on an untitled holiday film, which is based on an original concept from himself, his wife Tasha Penny, and Insecure…

Editors Note: Earlier this week, Prentice Penny, showrunner of HBO's Insecure, wrote a guest column this week for Deadline reflecting on the recent string of high-profile comedy series pulling older episodes featuring blackface scenes. In it, he wrote about Hollywood’s “sliding scale” that made it possible for so many…

Editors Note: Prentice Penny is the showrunner, executive producer and frequent director of HBO's Insecure, which recently wrapped its fourth season. Following the Memorial Day killing of George Floyd and protests against racism and police violence that swept the nation and the globe, shows like 30 Rock, The Office…

"We've always had this path to growth and I think, I know, specifically that Season 4 was heavier on the side of growth," says Insecure creator and star Issa Rae on the just completed latest cycle of the HBO dramedy. " “We wanted to showcase what was a priority for each of our characters this season, and watch that…

HBO has put in development drama series Queens, based on the play by Pulitzer Prize winner Martyna Majok, with Insecure executive producer, writer and director Prentice Penny executive producing via his A Penny For Your Thoughts Entertainment production company. Majok will pen the adaptation and executive produce. Quee…

HBO has set an April 12 release date for season four of Issa Rae’s critically acclaimed comedy Insecure and served a new trailer at TCA Wednesday morning. Creator and star Rae was joined by executive producer/writer/director Prentice Penny and fellow cast members Yvonne Orji and Jay Ellis to tease details about the…

EXCLUSIVE: Prentice Penny, currently the showrunner and executive producer of HBO's comedy series Insecure, has been tapped to craft the screenplay for a feature based on true events involving the Compton Cowboys, a group of African American kids who grew up surrounded by gangs and violence in Compton, and who found…

Prentice Penny of Insecure has signed on to executive produce and develop HBO's The Untamed, an epic fantasy tale based on the culturally diverse Asunda line of comic books created by Sebastian A. Jones and published by Stranger Comics. Penny and Jones will co-write the pilot. The world of Asunda was inspired by…

Insecure executive producer, writer and director Prentice Penny is expanding his relationship with HBO, signing a two-year overall deal with the premium cable network. Under the pact, Penny will develop, write, produce and direct television projects in both comedy and drama for the premium cabler through his…

Courtney B. Vance, Claws star Niecy Nash, and Mamoudou Athie are attached as the leads in Uncorked, a father-son story loosely based on the family history of Insecure EP and showrunner Prentice Penny, who wrote and is directing the pic for Netflix. A Boy. A Girl. A Dream. producer Datari Turner is producing this…

Issa Rae's hit HBO comedy Insecure entered some dramatic territory in its second season, as the onscreen fictional Issa battled a break-up, a rent hike, workplace horrors and toxic friendships. Still, through it all, Rae always manages to bring some laughs. But in her new, upcoming HBO project Sweet Life—about teen…