As a writer, Jay is a Consulting Producer on The Game Awards, Co-Creator of Uncertified Fresh,  Head Comedy Writer for Feast of Fun, and a Writers' PA & Showrunner's Assistant on Season 6 & 7 of The CW's Riverdale and Pretty Little Liars on HBO Max. Jay was shortlisted by the BBC Writers' Room, a second-rounder in the Warner Bros Writing Fellowship, Austin Film Festival, & Sundance in 2021 & 2022. In 2025 Jay was Creative Director of Mary Lynn Rajskub's comedy special Road Gig.

Since 2011 Jeffrey has made his living touring the NACA college circuit and to date has done hundreds of shows that combine stand-up with a comedy Q&A. In 2022, the popularity of the BEING Trans podcast swept iTunes and Jay found himself featured in the New York Times.

He has been seen on HULU, the CW’s The Eye Opener, The Guardian, in The Advocate as one of  “The top 7 Transgender Comedians” and “7 LGBT Comics You Shouldn’t Have Missed”, and headlines national and international comedy festivals. When not doing stand-up Jeffrey teaches ally training and speaks at colleges and high schools sharing his story to educate others about trans issues. His favorite TV credit is when he won $1500 buckaroos on Let’s Make a Deal dressed as a panda.