From 2005 to 2008, Drysdale worked as a writer on The Colbert Report, appearing sometimes on-screen as Bobby, Stephen Colbert's besieged stage manager. His last appearance on the show was the April 21, 2008 episode, in which his character Bobby was eaten by Stephen. He was also involved in writing the 2007 book, I Am America (And So Can You!). Drysdale returned to the writing staff of the show on October 26, 2009.
For five years from 2000, Eric was a part-time member of the band Tammy Faye Starlite and the Angels of Mercy, performing satirical country-rock. He co-wrote and performed two songs on Tammy's second album, Used Country Female. He performed with Willie Nelson on The Colbert Report.
His best-known song, "This Rubik's Cube is Driving Me Crazy" was performed on an episode of Comedy Centrals Premium Blend in 2000.
Drysdale has written and produced three full-length live shows at New York's Upright Citizens Brigade theater: The Drysdales Present: A Comedy Show (2001), The Daryl Hall and John Oates Mumbo Jumbo Hour (2003), and The Chipperton Family Vocaltainers' Shooby-Dooby-Dooby Hour (2004). The latter was an official selection at the 2005 HBO U.S. Comedy Arts Festival in Aspen, Colorado.
Opus Moreschi, Stephen Colbert, Tom Purcell, Rich Dahm, Barry Julien, Michael Brumm, Rob Dubbin, Jay Katsir, Frank Lesser, Glenn Eichler, Meredith Scardino, Max Werner, Eric Drysdale, Dan Guterman, Paul Dinello, Nate Charny, and Bobby Mort (2013)