[1] He played Special Officer Doofy in the comedy Scary Movie (2000), a spoof of deputy sheriff Dewey Riley from Scream.

[2] He began his career as an intern at Saturday Night Live during the 1991–1992 season.

From there, he entered Chicago's famed comedy troupe, The Second City, where he wrote, directed, and produced "Dave Sheridan's America", a multimedia stage show.

He starred on Buzzkill, a 1996 MTV reality series that featured three slacker buddies staging elaborate pranks and catching it all on video.

[3] Sheridan also appeared in the 2002 music videos for "By the Way" (playing a crazy taxi driver)[5] and "Universally Speaking" by Red Hot Chili Peppers.