In a charming turn of events, the much-anticipated fifth season of “Power Book III: Raising Kanan” not only marks a significant milestone for the series but also introduces a unique familial dynamic to the production. Leslie Grossman, renowned for her roles in various television series, makes her debut in the show as Flossie, a formidable madam thriving in New York City. Her entry into the cast has been heralded as a delightful surprise by both fans and the show’s creator.
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Sascha Penn, the creator and showrunner of “Raising Kanan,” revealed in an interview that the decision to cast Grossman was not his own, despite their close personal ties. The couple, who entered into a romantic relationship after meeting on a dating app in 2022, quietly tied the knot in a private ceremony the following summer. Penn noted that Flossie’s character had been conceived prior to Grossman’s involvement, but it was during a discussion among the writers when they proposed her for the role. “Naja Rayne suggested, ‘Leslie should play Flossie,'” he recalled. Penn’s enthusiastic response, “Oh s—, what a great idea,” led to the actress ultimately stepping into the role.

The chemistry brought forth by having his wife as part of the cast has enhanced the creative dynamics within the production. Penn described the experience as “great” and noted how fortunate he felt to have Grossman on board. Their collaboration off-screen has evidently translated into a compelling on-screen presence as well.

Grossman first announced her engagement to Penn in October 2024, though she kept details under wraps for some time. Appearing on Jennie Garth’s podcast, she expressed her excitement about their engagement, remarking on their relationship as a “wild thing that I didn’t see coming.” This sentiment resonated with many who recognised the unpredictability of life when it comes to love.
Later, Grossman elaborated to PEOPLE on the nature of their engagement, praising Penn as a “brilliant writer” and a wonderful person. Their proposal, which took place in the idyllic setting of Martha’s Vineyard, was intimate and personal—a manifestation of their deep connection. She reminisced about it being “the most perfect proposal I could have asked for,” emphasising her gratitude for their bond.
Following their secret wedding, the couple celebrated with a small gathering organised by the renowned Ryan Murphy at the prestigious Chateau Marmont in Los Angeles on New Year’s Eve. Grossman described the celebration as “truly one of the most special nights of our lives,” highlighting the joy of sharing their love with a select group of friends. Her initial reluctance to turn the occasion into a grand affair was quickly dispelled by the infectious enthusiasm of those around her.
Both Grossman and Penn arrive at this new chapter with unique experiences from previous marriages. They are both parents, with Penn having three children and Grossman a daughter named Goldie. The blending of their families has reportedly exceeded their expectations. Grossman described this aspect of their relationship as “better than anything I could have imagined for myself,” indicating a harmonious adjustment for all involved.
As the seasons of “Power Book III: Raising Kanan” progress, viewers eagerly await the developments surrounding both the narrative and the personal lives of those within its cast. With fresh episodes premiering every Friday on Starz, the series continues to captivate audiences—now with the added layer of Penn and Grossman’s fruitful collaboration, enriching the storyline with their own life experiences.
The final season promises both gripping storytelling and a poignant reflection of personal journeys, showcasing how love and creativity can intertwine in the world of television. Fans and newcomers alike will undoubtedly be tuned in to see how this unique family affair unfolds in the final chapters of “Raising Kanan.”
