Lena Waithe and Issa Rae's Buddy Comedy About Breakup

Lena Waithe is developing a meta buddy comedy with Issa Rae about a "friendship breakup." The film will cast them as versions of themselves, blending candid humor, celebrity self-reflection, and Black female friendship.

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Lena Waithe and Issa Rae's Buddy Comedy About Breakup

4 Minutes

Lena Waithe Turns a Real-Life Rift into a Funny, Meta Movie

Lena Waithe is turning a chapter of real-life drama into a new cinematic experiment: a comedic feature inspired by her complicated friendship with Issa Rae. The project, which Waithe has described as "funny and silly," will reportedly star both creators as thinly veiled versions of themselves — Lena and Issa — and explore what Waithe calls a "friendship breakup." Far from gossip fodder, this looks like a self-aware buddy comedy that plays with celebrity persona, creative rivalry, and the messy but fascinating dynamics of adult friendship.

What the film might feel like

From Waithe’s description, expect a tight blend of character-driven jokes and moments of truthful awkwardness. She originally began contributing beats for Issa’s ideas, but the concept quickly morphed into a full script in which the two of them Zoom and riff on how the story will unfold. The decision to name the protagonists Lena and Issa signals a playful wink at audiences: these are not exact biographies but heightened, performative versions of themselves.

This self-referential tone places the film alongside modern meta-comedies where real people play caricatures of themselves — think The Trip (Steve Coogan & Rob Brydon) mixed with the intimate tone of a relationship comedy like The Big Sick. But with Waithe and Rae at the helm, the picture promises to center Black female friendship and creative partnership in a way Hollywood rarely foregrounds.

Context: why this matters now

Both creators have been shaping contemporary TV: Waithe’s The Chi is ending after a long run, while Issa Rae’s expanding slate includes producing and starring projects. Their collaboration reflects larger industry trends: audiences and streamers are hungry for authentic voices and projects that blur lines between reality and fiction. The film also taps into a broader cultural interest in unpacking adult friendships — especially those tested by fame, creative differences, and public life.

Critically, a movie about a "friendship breakup" can be more resonant than a standard rom-com split; it examines belonging, loyalty, and the labor of creative collaboration. There’s also the risk of self-mythologizing — turning private pain into publicity — but if handled with Waithe’s wit and Rae’s sensitivity, the result could be both entertaining and emotionally sharp.

"This kind of self-aware buddy film has real potential to redefine what celebrity storytelling can do," says film critic Anna Kovacs. "If Waithe and Rae lean into both the comedy and the vulnerability, they can make something that’s as revealing as it is funny."

Comparisons and behind-the-scenes notes

  • Similar Works: The project nods to actor-led meta films (The Trip) and to offbeat friendship comedies (Frances Ha) but grounds itself in Black, female experience.
  • Trivia: Waithe admitted the characters will carry their real first names, and that early development included Zoom sessions where the duo hashed out tone and beats. Waithe’s background as an Emmy-winning writer and Rae’s hitmaking on Insecure mean the film will likely balance sharp dialogue with serialized storytelling instincts.

Industry watchers will be curious about where the movie lands — studio, indie festival, or streamer — since distribution will shape both its audience and its creative latitude. Either way, this collaboration between two of modern television’s most distinctive voices is a reminder that the best comedies often come from real friction turned into art.

A short, human story about friendship, fame, and forgiveness could be exactly what moviegoers want right now: clever, candid, and unexpectedly moving.

Source: deadline

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