This week, Issa and Prentice dive into S1E7: Real AF, alongside none other than Yvonne Orji. The Emmy-nominated actress and comedian shares her story of meeting Issa in LA for the first time, auditioning for Molly, fighting for tasteful sex scenes, and almost giving up on Hollywood. As they revisit the making of this infamous episode – and Issa’s favorite – the trio reflects on the We Got Y’all fundraiser, weaving in mental health storylines, the explosive unraveling of Molly and Issa Dee’s friendship, and the real-life inspiration Prentice pulled from when writing this episode.

Presented by Gatorade Lower Sugar and sponsored by:
✔️ BetterHelp

New episodes drop every Wednesday on HOORAE’s YouTube Channel. You can also listen wherever you get podcasts. Be sure to follow @HOORAEMedia on YouTube and across all platforms for updates and exclusive content, and to submit questions to be read live on the show.

This week, Issa and Prentice go inside the Black TV canon that shaped their personal lives – and the first season of Insecure. The two talk about childhood crushes on Kim Fields and Kadeem Hardison, paying homage to Black writing trees, Moesha’s influence on the Insecure writers’ room, the Flavor of Flav episode that birthed Issa’s villain origin story, and developing memorable main character energy. From The Jeffersons to Martin to the Real Housewives of Atlanta, Issa and Prentice celebrate the shows that paved the way for Insecure and a new generation of Black television.

This episode is presented by Gatorade Lower Sugar.

New episodes drop every Wednesday on HOORAE’s YouTube Channel. You can also listen wherever you get podcasts. Be sure to follow @HOORAEMedia on YouTube and across all platforms for updates and exclusive content, and to submit questions to be read live on the show.

This week, Issa & Prentice dive into S1E6: Guilty AF, also known as “The Jared Episode.” They share the makings of Issa & Molly’s regrets, writing Black masculinity and sexuality with nuance, and reflect on what they learned working with the legendary choreographer and director Debbie Allen. Issa & Prentice also get real about indicting their main character, paying tithes to the writers’ room, and the one line they regret including in this episode.

Presented by Gatorade Lower Sugar and sponsored by:
✔️BetterHelp

New episodes drop every Wednesday on HOORAE’s YouTube Channel. You can also listen wherever you get podcasts. Be sure to follow @HOORAEMedia on YouTube and across all platforms for updates and exclusive content, and to submit questions to be read live on the show.

This week, Issa & Prentice dive into S1E5: Shady AF – also known as the “cheating episode.” They break down the episode’s major tonal shift, portraying cheating women and scheming men, spiderwebbing storylines, and the do’s and don’ts of situationships. Issa also shares the scene that made her fall in love with Tasha’s character, the moment she filmed her first sex scene, and why she couldn’t wait for audiences to watch this episode.

This episode is presented by Gatorade Lower Sugar.

New episodes drop every Wednesday on HOORAE’s YouTube Channel. You can also listen wherever you get podcasts. Be sure to follow @HOORAEMedia on YouTube and across all platforms for updates and exclusive content, and to submit questions to be read live on the show.

This week, Issa and Prentice go inside Insecure’s season one writers' room with co-executive producer Amy Aniobi. The acclaimed writer (The Michael J. Fox Show, Happy Endings, Survival of the Thickest) talks about her journey from Awkward Black Girl to pulling Issa Dee “out of the ashes.” Amy shares why she’s protective of Molly, the ingredients for a great writers’ room, the episode that led to her and Prentice’s biggest fight, what she’s learned from hustling laterally, and so much more.

Presented by Gatorade Lower Sugar and sponsored by:
✔️ Shopify
✔️ Blissy - Wake up with clearer skin, smoother hair, and cooler sleep. Use code INSECURE for an extra 30% off.
✔️ BetterHelp

New episodes drop every Wednesday on HOORAE’s YouTube Channel. You can also listen wherever you get podcasts. Be sure to follow @HOORAEMedia on YouTube and across all platforms for updates and exclusive content, and to submit questions to be read live on the show.

This week, Issa and Prentice dive into Insecure’s S1E4: Thirsty As F*ck. They break down Lawrence’s first day at Best Buy, welcoming celebrity guests Jidenna and Ty Dolla $ign, the return of #BrokenP**sy, and the (kinda, sorta) real villain of Insecure. Behind the scenes, Issa and Prentice reflect on the HBO notes that forever changed the show’s trajectory, playing with new mirror rules, and why you should never save your good sh*t for the end.

This episode is presented by Gatorade Lower Sugar.

New episodes drop every Wednesday on HOORAE’s YouTube Channel. You can also listen wherever you get podcasts. Be sure to follow @HOORAEMedia on YouTube and across all platforms for updates and exclusive content, and to submit questions to be read live on the show.

This week, Issa and Prentice sit down with Insecure director Melina Matsoukas to dive into S1E3: Racist As F*ck — lovingly known as “The Beach Day” episode. Together, they chat with Melina about her music video origins, earning her “Cookie Lyons” nickname, directing the We Got Y’all kids, and rooting the show’s iconic visual language in South LA. Melina also sets the record straight on winning the director’s job, why she’s a fan of the Tasha-Lawrence storyline, and how she knew her bestie, Solange, would be a perfect music supervisor for Insecure.

Presented by Gatorade Lower Sugar and sponsored by:
✔️BetterHelp

New episodes drop every Wednesday on HOORAE’s YouTube Channel. You can also listen wherever you get podcasts. Be sure to follow @HOORAEMedia on YouTube and across all platforms for updates and exclusive content, and to submit questions to be read live on the show.

This week, Issa and Prentice dive into Insecure’s S1E2: Messy As F*ck. The duo talks about Issa's script being torn apart for the first time, the real-life dating app stories that inspired Molly’s love life, meeting Chad and Thug Yoda, writing for the We Got Y’all cast, and the infamous Drake lyrics that would ignite a season-long trend. We also hear about Issa’s personal obsession with Woot Woot and why Lawrence almost didn’t make it past this episode. We know, that’s brazy, right?!

Presented by Gatorade Lower Sugar and sponsored by:
✔️One Skin - Get 15% off OneSkin with the code INSECURE. #OneSkinPod
✔️Shopify

New episodes drop every Wednesday on HOORAE’s YouTube Channel. You can also listen wherever you get podcasts. Be sure to follow @HOORAEMedia on YouTube and across all platforms for updates and exclusive content, and to submit questions to be read live on the show.

In this very first episode of Blocc Party: An Insecure Podcast, hosts Issa Rae and Prentice Penny take a walk down memory lane. The duo catches us up on the journey to making the pilot, the origin of Issa’s mirror raps, the windy search for a director, fighting for “Black Girl Tragic” representation, their favorite casting moments, and the love story at the heart of the series.

New episodes drop every Wednesday on HOORAE’s YouTube Channel. You can also listen wherever you get podcasts.

This episode is sponsored by:
✔️ Blissy - Wake up with clearer skin, smoother hair, and cooler sleep. Use code INSECURE for an extra 30% off.
✔️ BetterHelp
✔️ Merit Beauty

Be sure to follow @HOORAEMedia on YouTube and across all platforms for updates and exclusive content, and to submit questions to be read live on the show.

It’s been 10 years since season one of Insecure first aired – and we’re having a Blocc Party to celebrate! Join creator Issa Rae and series showrunner Prentice Penny for a weekly rewatch of the Emmy-nominated series. From the writer’s room to the group chat, Issa and Prentice reminisce on the many untold stories of making Insecure, invite beloved members of the cast and crew, and answer questions from you – the viewer.

New episodes drop every Wednesday on HOORAE’s YouTube Channel. You can also listen wherever you get podcasts. Be sure to follow @HOORAEMedia on YouTube and across all platforms for updates and exclusive content, and to submit questions to be read live on the show.