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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.

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