The Chewbacca impersonator is an individual who lives in California and makes unlicensed appearances at places like Hollywood Boulevard in a Chewbacca costume, posing for photos with tourists and possibly even asking for financial compensation.
In February of 2007, the Chewbacca impersonator got into an altercation with a Marilyn Monroe impersonator, and was arrested. In September of 2007, the impersonator went on Judge Joe Brown's TV series to argue his case. Lamenting that he hadn't even had a chance to start his "work day" before the altercation happened, the Chewbacca impersonator exclaimed, "I didn't even get a chance to entertain!"
The ForceCast carried news reports on this story for several weeks, and after the Judge Joe Brown appearance, Jimmy took the above sound clip and began inserting it into humorous moments on the program.
This is a partial list requiring further updates.
Sep. 14, 2007 episode (Judge Joe Brown clip)