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Photos of Roger Federer's Greatest Grand Slam Moments

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8 of 10

Wimbledon 2009: Federer Breaks the All-Time Male Grand Slam Record
Roger Federer and Andy Roddick at Wimbledon 2009
Paul Gilham / Getty Images
Andy Roddick is doing well here to manage a faint smile after losing one of the longest and toughest of all Wimbledon finals. Roger prevailed 5-7, 7-6 (8-6), 7-6 (7-5), 3-6, 16-14 to win his 15th Grand Slam singles title and thus break the record he had shared with Pete Sampras.

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