He matriculated at Marquette University in Milwaukee, Wisconsin, where Sheridan studied interpersonal communications while minoring in advertising.

[3] Sheridan has cited George Carlin, Bill Cosby and Richard Pryor among his comic influences, stating he views them as "comedic storytellers" who inspired his own approach to stand up.

[3] In one of Sheridan's earliest acting roles, he portrayed a guard at a mental hospital in horror film Deadtime Stories (1986).

[8] Following Minor Adjustments, Sheridan made numerous guest appearances on television, including on CBS drama Touched by an Angel[9] and as a police officer in the Nickelodeon series Kenan & Kel.

Sheridan joined the main cast three seasons later in 2022, after Victor suffers a heart attack and Raven helps him recuperate.