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
2016 Wimbledon Championships – Men's Singles 2016 Wimbledon Championships – Men's Singles Novak Djokovic was the two-time defending champion, and top seed, but was defeated in the third round by the No. 28 seed Sam Querrey. This was his first defeat before the quarterfinals of a major tournament since the 2009 French Open, a streak of 28 quarterfinal appearances in a row. The defeat also broke his streak of four consecutive major tournament victories, dating back to the 2015 Wimbledon Championships. Andy Murray won his third major and second Wimbledon title defeating Milos Raonic in the final, 6–4, 7–6, 7–6. Raonic became the first Canadian male