Andre Agassi in the top 3 in three different decades (1980s, 1990s, 2000s). He also was the oldest player (age 31) to finish in the top three since 32-year-old Connors finished at No. 2 in 1984. 2002 opened with disappointment for Agassi, as injury forced him to skip the Australian Open, where he was a two-time defending champion. Agassi recovered from the injury and later that year defended his Key Biscayne title beating then rising Roger Federer in a four-set final. The last duel between Agassi and Sampras came in the final of the US Open, which Sampras won in four sets
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