Plenty of people have had a go at impersonating the legendary Harry Caray over the years. The most successful of the bunch is probably Will Ferrell, who lit up Saturday Night Live for years with a phenomenal Harry Caray impression. Another guy who has gotten pretty good at it is Cubs hurler Ryan Dempster. Dempster has been fine-tuning his Caray impression for years, and he’s shown it off many times before. On this occasion, he and Rangers pitcher Derek Holland duel with their impressions:
Ferrell definitely has him beat, but for a ballplayer that impersonation is top-notch. If he had a little time to work on it and could throw a few bits of his own in other than just reading a lineup, we might have a new champion.