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
2009 Wimbledon Championships – Men's Singles last time where an American male player reached the semifinals of a Grand Slam until Sam Querrey reached the semifinals of the 2017 Wimbledon Championships eight years later. Rafael Nadal "(Withdrew)" 2009 Wimbledon Championships – Men's Singles Rafael Nadal was the defending champion, but withdrew from the tournament due to knee tendinitis. In a repeat of the 2004 and 2005 finals, Roger Federer defeated Andy Roddick in the final, 5–7, 7–6, 7–6, 3–6, 16–14 to win the Gentlemen's Singles tennis title at the 2009 Wimbledon Championships for the sixth time. It became the longest men's singles final (in terms of