1999 Wimbledon Championships – Men's Singles 1999 Wimbledon Championships – Men's Singles Pete Sampras successfully defended his title, defeating Andre Agassi in the final, 6–3, 6–4, 7–5 to win the Gentlemen's Singles tennis title at the 1999 Wimbledon Championships. With this win, his sixth at Wimbledon, Sampras broke Björn Borg's then open era record of five Wimbledon titles, and equalled Roy Emerson's then record of twelve Grand Slam titles. Sampras' victory over Agassi in the final is often cited as one of the greatest performances in a Wimbledon final. However, despite his victory, Sampras lost his No. 1 ranking when the ATP rankings were updated a
Andre Agassi in Federer's hometown, with Agassi prevailing over the 17-year-old. Agassi also defeated Federer at the 2001 US Open and the finals of the Miami Open in 2002. Federer began to turn the tide at the Masters Cup in 2003, when he defeated Agassi in both the round robin and the final. They played a memorable quarterfinal match at the 2004 US Open that spanned over two windy days, with Federer eventually prevailing in five sets. At the 2005 Dubai Championships, Federer and Agassi attracted worldwide headlines with a publicity stunt that saw the two tennis legends play on a helipad