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In singles, Agassi is an eight-time Grand Slam champion and a 1996 Olympic gold medalist, as well as being a runner-up in seven other Grand Slam tournaments.During the Open Era, Agassi was the first male player to win four Australian Open titles, a record that was later surpassed by Novak Djokovic when he won his fifth title in 2015, and then by Roger Federer in 2017.After thirty minutes of watching Agassi play, Bollettieri, deeply impressed by his talent, called Mike and said: "Take your check back. 3, behind second-ranked Ivan Lendl and top-ranked Mats Wilander.He's here for free." Agassi turned professional at the age of 16 and competed in his first tournament at La Quinta, California. Both the Association of Tennis Professionals and Tennis magazine named Agassi the Most Improved Player of the Year for 1988.He competed in the 1995 Australian Open (his first appearance at the event) and won, beating Sampras in a four-set final.
Agassi lost the US Open final to Sampras in three sets.He won his first match against John Austin, but then lost his second match to Mats Wilander. In addition to not playing the Australian Open (which later became his best Grand Slam event) for the first eight years of his career, Agassi chose not to play at Wimbledon from 1988 through 1990 and publicly stated that he did not wish to play there because of the event's traditionalism, particularly its "predominantly white" dress code to which players at the event are required to conform.Strong performances on the tour meant that Agassi was quickly tipped as a future Grand Slam champion.Agassi won three Masters Series events in 1995 (Cincinnati, Key Biscayne, and the Canadian Open) and seven titles total.He compiled a career-best 26-match winning streak during the summer hard-court circuit, with the last victory being in an intense late night four-set semifinal of the US Open against Boris Becker. He held that ranking until November, for a total of 30 weeks.