One of the longest-running cast member in the history of Saturday Night Live, easygoing funnyman Tim Meadows crafted some of the series' most enduring characters in his nine-year stint on the popular late-night comedy staple. Whether sipping Courvoisier as self-proclaimed Ladies' Man Leon Phelps or posing clueless questions to irritable guests as early morning talk show host Lionel Osborne, Meadows and his memorable collection of characters endured even during the more critically panned years of SNL and proved an important component of keeping the show on its feet during those dark days.
. Although he did little film or television work during his SNL years, Meadows prepared for his own departure from the series by appearing in the features of such former cast members as Dan Aykroyd (Coneheads), Mike Myers and Dana Carvey (Wayne's World 2), and Julia Sweeney (It's Pat). Meadows' segue into his post-SNL career began with the Ladies Man feature, though he continued to grace the small screen with roles in such sitcoms as The Michael Richards Show and Leap of Faith.
As the 2000's continued, Meadows began to carve out a niche for himself with memorable and funny supporting roles in a variety of comedies like The Even Stevens Movie, The Benchwarmers, and, quite notably, as the Carpal Tunnel suffering high school principle in 2004's Mean Girls. In 2007, he appeared as fictional rock star Dewey Cox's drummer in the musical biopic parody Walk Hard: The Dewey Cox Story.

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