In 1991, Medvedev won the junior singles title at the
French Open. As a 17 year old the following year, Medvedev won his first two
ATP Tour titles in
Genoa and
Stuttgart (where he beat then-world No. 2
Stefan Edberg, and finished the season ranked within the world's top 25. His most successful tournament was the
Hamburg Masters (formerly the German Open), which he won three times (1994, 1995 and 1997). He reached a career-high singles ranking of world No. 4. In the late 1990s, Medvedev's form and results began to flounder until he unexpectedly reached the final of the
1999 French Open where — ranked 100 — he defeated
Dinu Pescariu,
Pete Sampras,
Byron Black,
Arnaud Di Pasquale,
Gustavo Kuerten and
Fernando Meligeni en route. Medvedev dominated the first two sets of the final against
Andre Agassi before Agassi mounted a come-from-behind victory, which allowed him to complete a career Grand Slam. Afterwards, Medvedev did not score further notable results, and retired from the tour in 2001. One main rival of Medvedev was
Sergi Bruguera. While their head-to-head record ended deadlocked at 5–5, Bruguera was able to win their two most important matches — the semifinals and quarterfinals of the
1993 and
1994 French Opens, respectively, with Bruguera winning both matches in straight sets. In the French Open tournament, Medvedev lost six times to the eventual champion (1992–95, 1997 and 1999). ==Personal life==