Best Supporting Actor
A featured actor must play a major role that is not the lead, with significant stage time, character presentation, and involvement in the story line.
| Year | Name | For |
|---|---|---|
| 2010 | Ari Brown | Miles Gloriosis - A Funny Thing...Forum |
| 2009 | Kelsey Shryer | Horatio - Hamlet |
| 2008 | Kelsey Shryer | Bill Sykes - Oliver! |
| 2007 | R. H. Wilhoit | Moonface Martin - Anything Goes |
| 2006 | Dennis Burnett | Billy Lawlor - 42nd Street |
| 2005 | Seth Hunt | Vinnie DiRuzzio - Lucky Stiff |
| 2004 | Dustin Brown | Bud Frump - How to Succeed in Business Without Really Trying |
| 2003 | Johnny Merrifield | Grumio - Taming Of The Shrew |
| 2002 | Derek Macumber | Beverly - The Man Who Came To Dinner |
| 2001 | Landon Fry | King Dumb - The Clumsy Custard Horror Show |