[2] Jenkins was first seen on High Maintenance in the webisode "Olivia" in 2013, guest-starring opposite Heléne Yorke.

[3] BuzzFeed lauded Jenkins and Yorke in their list of "16 Scene-Stealers From TV Comedy" in 2014,[4] while Indiewire praised "Olivia" as "one of the series' strongest and most popular episodes.

"[5] Jenkins has also given critically acclaimed[6][7][8] performances in various New York theatre productions,[9] notably Unnatural Acts at Classic Stage Company.

[12] Upon the premiere of The Mysteries of Laura on September 17, 2014, The Los Angeles Times cited Jenkins as "fabulous," adding that he "may deserve a show of his own.

"[13] In August 2018, it was announced that Jenkins was cast as Christopher Doyle in the Netflix dark comedy series, Dead to Me.