Benrubi starred as one of the main characters in ABC's show Men in Trees, playing bartender/millionaire Ben Tomasson. This was a role where he got noticeably more main dialog and depth than with his previous longtime characters on ER and Parker Lewis Can't Lose, which primarily consisted of supporting dialog. Ben Tomasson was described as "the cuddliest TV character since Jorge Garcia's Hurley on Lost" by TV-critic David Bianculli. Other previous work includes playing Mose in the 2003 western Open Range, a role the actor won because he had been cut out of Director Kevin Costner's previous film, The Postman. He frequently voices characters on Adult Swim's stop-motion animation show Robot Chicken, and has also contributed to a second show from Chicken's creators, Titan Maximum.