Dr. Jack Stewart grew up in LA on the wrong side of the tracks. He used to get in a lot of trouble with the law, until he met Mark who encouraged him to go to medical school. Jack was in the show only in the first two seasons, as a resident, and he was a great help to Mark and Steve when they investigated crimes because of his ability to pick locks. Some of Jack's funniest moments were when he and Amanda were arguing. He left Community General to open a private practice in Colorado, where he works in the mornings and skis the rest of the day.

Jack was once voted one of LA's most eligible bachelors.