Where It All Started! + A Look Back at My Conversation with Rosie O’Donnell

Today on Mea Culpa, I’m revisiting the very first episode of the podcast—recorded in September 2020, when I was fresh out of prison and still confined to my home—with my first-ever guest, Rosie O’Donnell. What began as a conversation between two people deeply harmed by Donald Trump became something more urgent: a documentation of character, cruelty, and power. We talk about Trump not as a political movement, but as a man—his brittle ego, his need for submission, and his use of humiliation and fear as tools of control. Drawing from my years as his fixer and Rosie’s experience as his first public feud, we examine how loyalty is demanded, dissent is punished, and moral lines slowly disappear inside Trump’s orbit. From cult-like manipulation and normalized abuse to the personal cost paid by families and institutions alike, this episode serves as both confession and warning—one that proved tragically predictive of the damage that would follow when truth, decency, and accountability are sacrificed in service of one man’s ego.

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