Upon seeing a TV program featuring a trans man, he had his realization and knew he needed to transition.
His parents were supportive, and Jay found a clinic in New York that was willing to expedite the then-two-year waiting period for hormones.
He shortly thereafter dropped out of college and moved back to Texas where he sold knives in malls.
In 2020, Jay performed as part of the LGBTQ+ showcase Gays R Us at the Hollywood Improv; he shared the bill with Ali Liebegott, Jess Salomon, Kristin Key, Mike Rose, Lisa Bonnema, and others.
[16] In April 2022, Jay was a cast member on the Audio Reality Podcast Being TRANS by Lemonada Media which received acclaim by the New York Times[17] and Vulture.