- 2000: James Whitmore – The Practice as Raymond Oz
- Alan Alda – ER as Dr. Gabriel Lawrence
- Paul Dooley – The Practice as Judge Philip Swackheim
- Kirk Douglas – Touched by an Angel as Ross Burger
- Henry Winkler – The Practice as Dr. Henry Olson
- 2001: Michael Emerson – The Practice as William Hinks
- Rene Auberjonois – The Practice as Judge F. Mantz
- James Cromwell – ER as Bishop Stewart
- Patrick Dempsey – Once and Again as Aaron Brooks
- Oliver Platt – The West Wing as Oliver Babish
- 2002: Charles S. Dutton – The Practice as Leonard Marshall
- Mark Harmon – The West Wing as Agent Simon Donovan
- John Larroquette – The Practice as Joey Heric
- Tim Matheson – The West Wing as Vice President John Hoynes
- Ron Silver – The West Wing as Bruno Gianelli
- 2003: Charles S. Dutton – Without a Trace as Chet Collins
- Don Cheadle – ER as Paul Nathan
- James Cromwell – Six Feet Under as George Sibley
- Tim Matheson – The West Wing as Vice President John Hoynes
- Matthew Perry – The West Wing as Joe Quincy
- James Whitmore – Mister Sterling as William Sterling, Sr.
- 2004: William Shatner – The Practice as Denny Crane
- James Earl Jones – Everwood as Will Cleveland
- Martin Landau – Without a Trace as Frank Malone
- Bob Newhart – ER as Ben Hollander
- Matthew Perry – The West Wing as Joe Quincy
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- 2005: Ray Liotta – ER as Charlie Metcalf
- Red Buttons – ER as Jules 'Ruby' Rubadoux
- Ossie Davis – The L Word as Melvin Porter
- Charles Durning – NCIS as Ernie Yost
- Martin Landau – Without a Trace as Frank Malone
- 2006: Christian Clemenson – Boston Legal as Jerry Espenson
- Kyle Chandler – Grey's Anatomy as Dylan Young
- Henry Ian Cusick – Lost as Desmond Hume
- Michael J. Fox – Boston Legal as Daniel Post
- James Woods – ER as Dr. Nate Lennox
- 2007: John Goodman – Studio 60 on the Sunset Strip as Judge Robert Bebe
- Christian Clemenson – Boston Legal as Jerry Espenson
- Tim Daly – The Sopranos as J.T. Dolan
- David Morse – House as Michael Tritter
- Eli Wallach – Studio 60 on the Sunset Strip as Eli Weinraub
- Forest Whitaker – ER as Curtis Ames
- 2008: Glynn Turman – In Treatment as Alex Prince, Sr.
- Charles Durning – Rescue Me as Michael Gavin
- Robert Morse – Mad Men as Bertram Cooper
- Oliver Platt – Nip/Tuck as Freddy Prune
- Stanley Tucci – ER as Dr. Kevin Moretti
- Robin Williams – Law & Order: Special Victims Unit as Merrit Rook
- 2009: Michael J. Fox – Rescue Me as Dwight
- Edward Asner – CSI: NY as Abraham Klein
- Ernest Borgnine – ER as Paul Manning
- Ted Danson – Damages as Arthur Frobisher
- Jimmy Smits – Dexter as Miguel Prado
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