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Make sure y’all check out Little Brother, June 26th, only on Netflix.

Angela Simmons joins Club Shay Shay for a conversation about growing up in hip-hop royalty, building successful businesses, navigating fame, motherhood, relationships, and launching her music career.

Angela reflects on becoming a household name through MTV’s Run’s House and shares what it was like growing up as the daughter of Reverend Run of Run-D.M.C. She opens up about realizing her father’s global influence, balancing life between two households after her parents’ divorce.

She discusses attending fashion school in New York, growing up between middle-class and celebrity lifestyles, and why her upbringing kept her grounded despite her family’s success. She also shares her thoughts on church culture, prosperity teachings, and the realities of being labeled a “nepo baby.”

Angela breaks down how reality television changed her life, from Run’s House to creating and producing Growing Up Hip Hop. She discusses the benefits and challenges of living in the public eye, why she stepped away from drama-driven reality TV, and the importance of building a career beyond television.

Business discussions center around Pastry Footwear, the sneaker company Angela built with her sister Vanessa Simmons. She reveals how the brand exploded from $15 million to $75 million in sales, surpassed Jordan sales at Foot Locker during its peak, and attracted fans including Zendaya and Hailey Bieber.

The conversation turns personal as Angela discusses dating, relationships, and her decision to remain a virgin until age 28. She shares how faith, family values, and personal conviction shaped that choice, reflects on her relationship history—including Bow Wow.

Angela also opens up about losing her son’s father, Sutton Tennyson, to gun violence. She discusses grief, therapy, single motherhood, helping her son understand his father’s legacy, and finding strength through unimaginable loss.

Later, Angela talks about reentering the music industry, signing with Rough Riders, working with Jadakiss, and preparing her upcoming album. She also discusses fashion, viral moments, entrepreneurship, her successful Angela’s Cakes and Oreo collaboration, and why she continues to evolve creatively across multiple industries.

Throughout the episode, Angela shares lessons on resilience, faith, business, family legacy, and building success on her own terms while carrying the Simmons name into a new generation.