In July 1998, Federer joined the ATP tour at Gstaad. The following year he debuted for the Swiss Davis Cup team against Italy and finished the year as the youngest player (for the year) inside ATP's top 100 ranking. In 2000, Federer reached the semifinals at the Sydney Olympics and lost the bronze medal match to Arnaud di Pasquale of France. Federer reached his first final in Marseille which he lost to Marc Rosset and was also the runner-up in Basel. He failed to make an impression at Grand Slams and Masters Series tournaments, and ended the year ranked 29th. (All results and ranking history from ATP).

Federer's first ATP tournament victory was in Milan in February 2001. During the same month, he won three matches for his country in its 3–2 Davis Cup victory over the United States. He later reached the quarterfinals at Wimbledon, defeating four-time defending champion and seven-time Wimbledon champion Pete Sampras in the fourth round in a closely fought match, a victory tha