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Gaudenzi was born in Faenza, Italy, in the province of Ravenna, and turned professional in 1990 after becoming Junior World Champion by winning both the French Open and US Open junior titles. He reached a career high ATP singles ranking of world No. 18 in 1995.
He has victories over Roger Federer in 2002 Rome, Pete Sampras in the 2002 French Open, Jim Courier in the 1994 US Open as well as Goran Ivanisevic, Thomas Muster, Michael Stich and Yevgeny Kafelnikov. He represented Italy at the 1996 Summer Olympics in Atlanta, where he was defeated in the third round by the eventual champion Andre Agassi, and reached the Davis Cup Final in 1998, semifinals in 1995 and 1996, playing both singles and doubles. He won three ATP Tour titles and six finals, and he reached the semifinals in the Monte Carlo Master Series in 1995, losing to Thomas Muster.
He currently serves as Executive Chairman of the ATP Tour, the governing body of the men's professional tennis circuits - the ATP Tour, the ATP Challenger Tour and the ATP Champions Tour, and is a board member of ATP Media.[citation needed]
Previously, he was a partner and Chief Revenue Officer at Musixmatch, a music data company, and also co-founded and was CMO at Soldo, a financial services company.[citation needed]