Andre Agassi win the Career Super Slam, consisting of all four Grand Slam tournaments plus an Olympic gold medal in singles and a Year-End Championship. Agassi followed his 1999 French Open victory by reaching the Wimbledon final, where he lost to Sampras in straight sets. He rebounded from his Wimbledon defeat by winning the US Open, beating Todd Martin in five sets (rallying from a two sets to one deficit) in the final. Overall during the year Agassi won 5 titles including two majors and the ATP Masters Series in Paris, where he beat Marat Safin. Agassi ended 1999 as the No.
Andre Agassi 2000 also saw Agassi reach the semifinals at Wimbledon, where he lost in five sets to Rafter in a match considered by many to be one of the best ever at Wimbledon. At the inaugural Tennis Masters Cup in Lisbon, Agassi reached the final after defeating Marat Safin in the semifinals to end the Russian's hopes to become the youngest No. 1 in the history of tennis. Agassi then lost to Gustavo Kuerten in the final, allowing Kuerten to be crowned year-end No. 1. Agassi opened 2001 by successfully defending his Australian Open title with a straight-sets final win over