Canadian Open (tennis) and Andrew Sznajder, reached the quarterfinals of the event. They were eliminated by Ivan Lendl and Andre Agassi during that round. Lendl went on to defeat Agassi in the semi-finals and John McEnroe in the finals of that edition. Lendl has been the tournament's most successful singles player, reaching the final nine times and winning the title in 1980, 1981, 1983, 1987, 1988, and 1989. In 1995, Andre Agassi and Pete Sampras met in the final, the third of the four times that the two top-ranked men's players would meet that year, after the Australian Open and Indian Wells Masters.
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