Tommy Brennan: Say His Therapist's Name (It's Cheryl)

Tommy Brennan has been in therapy for six years. He preps for each session like a podcast, journals throughout the week, and once bombed so badly in front of 30 Brooklyn comedians that it was, somehow, exactly what he needed. In this episode, Alicia and Tommy get into the mechanics of actually doing therapy right — the prep, the trust, the willingness to follow where it leads. They also cover: the LinkedIn-to-comedy pipeline, why big families produce performers, and what it means to put a room on a pedestal for years. Plus: Alicia confesses to developing real feelings for a professor who turned out to be her own therapist's husband.

For comedians, creatives, and anyone who's been recommending therapy for years without actually going.