Celebrity Jeopardy! It parodies the same-named special event on the television quiz show Jeopardy! Fifteen sketches aired between December and February two sketches per season from to ; and one each in and , when Ferrell returned to the show as host. Ferrell portrays Jeopardy! Darrell Hammond also appeared in each sketch, usually portraying Sean Connery , in an impersonation that typically involves crass insults directed at Trebek. Jimmy Fallon also appeared six times, each time portraying a different character. On several occasions, Celebrity Jeopardy!