 He began performing in junior high school theater, playing the role of Sancho Panza in the Spiro Agnew Junior High School production of "Man of La Mancha".After briefly moving to Chicago, he was tapped as a presenter for the 2002 Comedy Central Roast of Chevy Chase

In 2004, Eaton was in early talks with ESPN2 to act as the sidekick for a late night sports variety show hosted by Scottie Pippen called "Just Inside the Arc".ESPN opted to fill the time slot with "World Series of Poker" reruns.