005 Tommy Brennan: Say Her Name (It’s Cheryl)

In this episode of Xanyland, comic Tommy Brennan brings the laughs and the feels as he opens up about therapy, bombing, and building a name in comedy without losing his mind—or his stylistic integrity. From the raw chaos of bombing a set to the existential dread of “How do I look on stage?”—Tommy and Alicia go deep on what it means to find your voice when you're one of eight siblings and the only one doing stand-up. They unpack why choir is basically crack for young boys, why a “dream job” at LinkedIn can be a creative death sentence, and why therapy only works if you actually do it right. Alicia confesses to falling in love with her therapist’s husband (without knowing it), and Tommy gives a loud and proud thank-you to his therapist, Cheryl—who maybe shouldn’t come to his shows. Whether you’re a comic, a creative, or just curious about how therapy and self-presentation collide, this episode is for you. Listen now on Spotify, YouTube, or wherever you get your T.