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Issa Rae and Prentice Penny Revisit ‘Insecure’ Era With New Podcast ‘Blocc Party’

Ten years after Insecure first hit screens, the world of Issa Dee, Molly Carter, and all the beautifully messy in-between moments is officially getting a rewind.

Issa Rae and former showrunner Prentice Penny have launched Blocc Party: An Insecure Podcast, a weekly rewatch series built around revisiting the Emmy-nominated HBO show, unpacking the chaos behind the camera, and pulling back the curtain on how one of the most defining series of the last decade actually came together.

New episodes drop every Wednesday on HOORAE Media’s YouTube channel and across major podcast platforms.

And from the jump, they’re not treating this like a basic rewatch.

The trailer sets the tone immediately: real stories, real laughs, and the kind of behind-the-scenes honesty you only get when the people who built the show are the ones telling it.

“It’s been 10 years and guess what? We’re having a Blocc Party,” Rae says in the teaser. “Welcome to Blocc Party, an Insecure podcast where Prentice and I dive into the untold stories of Insecure.”

From writers’ room moments to group chat energy spilling into production, the series is leaning all the way into the creative process that shaped the show’s voice. Penny even teases one of those “wait… what?” revelations — including that Lawrence Walker, played by Jay Ellis, was never originally intended to be a long-term character.

“What people don’t know is that Lawrence wasn’t gonna be around,” Penny says in the trailer.

And that’s the lane this podcast seems to be living in: the alternate timelines, the near-misses, and the creative swings that ended up shaping what viewers saw on screen.

Insecure premiered on HBO in 2016, created by Rae and Larry Wilmore, and quickly carved out space as one of the most culturally specific and universally relatable shows of its time.

The series followed Issa Dee and Molly Carter (played by Yvonne Orji) as they navigated friendship, dating, career missteps, and the everyday awkwardness of figuring life out in your late 20s and early 30s in Los Angeles.

It wasn’t just about big moments. It was about the in-between ones — the side-eyes, the silences, the “did I just say that out loud?” energy that made it feel lived in.

The ensemble — including Natasha Rothwell, Amanda Seales, Y’lan Noel, and Kendrick Sampson — helped turn those everyday stories into something that consistently felt grounded, funny, and culturally specific without over-explaining itself.

Now, Blocc Party is positioning itself as more than nostalgia. It’s part rewatch, part oral history, part “here’s what really happened when we were making this thing and had no idea how big it would become.”

And with fan questions, guest appearances, and episode-by-episode breakdowns on the table, it’s also opening the door for viewers to get pulled directly into the conversation — not just as audience members, but as part of the memory bank the show continues to live in.

Blocc Party: An Insecure Podcast drops new episodes every Wednesday.

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