In this episode, I sit down with the remarkable Ed Freeman — a musician, arranger, producer, photographer, ceramicist, and now AI artist whose creative journey spans more than five decades and some of the most iconic moments in American music and art.

Ed shares how he went from studying violin as a child to arranging for Carly Simon and Gregg Allman, producing Don McLean’s legendary American Pie album, and even serving as a road manager on the Beatles’ final U.S. tour. We talk about the highs and lows of his music career, the insecurity he felt as a musician, and how photography unexpectedly became the medium through which he felt most at home.

From his celebrated underwater nude series and the haunting Desert Realty photographs to his socially conscious portraits of people experiencing homelessness, Ed walks us through the evolution of his artistic vision and the intuition that has guided each shift in his work. We also explore his bold embrace of AI as a creative partner, the criticism he’s received for it, and the philosophical questions he believes are worth asking as the art world changes.

Ed’s life has been full of unexpected turns — including a surreal and brief encounter with Charles Manson — and he speaks openly about the periods of struggle, reinvention, and discovery that shaped him. Today, he describes himself as living the life he always wanted: creating every day, surrounded by people he loves, grounded in gratitude and purpose.

This is a conversation about artistry, intuition, resilience, and the freedom to evolve. Ed Freeman is a singular voice with a lifetime of stories, and it was an honor to share this time with him.