Federer won No. 15 and surpassed Pete Sampras for all-time Grand Slam titles with a 5-7, 7-6 (6), 7-6 (5), 3-6, 16-14 victory against Andy Roddick at Wimbledon in 2009, his sixth title at the All England Club. The historic win came just a few weeks after the 27-year-old Federer broke through for his first French Open crown. He added No. 16 at the Australian Open in 2010, his only Grand Slam victory that year.
Photo: Simon Bruty (4), Chuck Solomon (2), David Callow, Manny Millan, Bob Martin/SI; AFP (4), Jamie Squire, Phil Cole/Getty Images