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
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