In this episode of In Heels with Keni Silva, Keni is joined by Diana Madison — actress, filmmaker, entrepreneur, and award-winning beauty brand founder — for a powerful conversation about trusting the pivot and building with purpose.

Long before creator culture went mainstream, Diana was one of YouTube’s early pioneers, building a digital media company that amassed billions of views and was later acquired by Radio One / TV One. After 15 years at the forefront of digital storytelling, she reinvented herself again — stepping fully into filmmaking and launching Diana Madison Beauty, a clean skincare line inspired by her personal struggle with eczema and ancestral beauty rituals, now sold at major retailers including Macy’s and Neiman Marcus.

Diana also opens up about her evolution as an actress and director, including her role in The Other Side of Fame and her deeply personal directorial debut, There’s No Place Like Home, a documentary preserving the history of Armenian ethnic cleansing.

This conversation is a masterclass in honoring heritage, embracing reinvention, and building a career rooted in authenticity — proving that true power comes from trusting your voice, even when the path keeps changing.

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