In Heels with Keni Silva | Season 1 | Trusting Intuition, Art, and Power with Caylee Cowan
Caylee Cowan for an honest conversation about choosing art over expectation — and finding power in the process.
Once on a path toward becoming a doctor, even shadowing physicians at the Mayo Clinic, Caylee made the bold decision to follow her intuition instead. She pivoted into theater and film, launching her on-screen career in 2018 and quickly landing roles in acclaimed projects including Willy’s Wonderland alongside Nicolas Cage, Frank and Penelope, and Divinity, which competed at the Sundance Film Festival.
Caylee opens up about navigating rejection in Hollywood, preparing emotionally for demanding roles, and why acting is a privilege she never takes lightly. She also shares why stepping into producing has become a natural extension of her creative voice and her commitment to deeper, more authentic female storytelling.
This conversation is a reminder that success doesn’t come from following the script handed to you — it comes from trusting yourself enough to write your own.