Montana, whose father owned a tennis club in Miami, began playing tennis at an early age. As a junior player, he won numerous national championships and reached the quarterfinals of the Wimbledon junior tournament in 1987. He studied at the University of Georgia and was named in the 1989 All-American selection. The following year he became a professional tennis player. In the individual he did not achieve any major successes, his best results include the finals at the ATP Challenger tournaments in Segovia in 1991 and San Luis Potosí in 1992.
He was significantly more successful in the men's doubles. He has won eleven titles on the ATP Challenger Tour, eight wins on the ATP World Tour and two Masters titles . He was also in seven finals, including the 1997 ATP Championship Series tournament in Stuttgart . In 1997 and 1998 he was able to qualify for the ATP World Championship with his partner Donald Johnson . Here they reached the semi-finals in 1998, in which they were defeated by Paul Haarhuis and Jacco Eltingh . In the course of his career he mostly appeared alongside Donald Johnson, but also played alongside David Wheaton , Jim Pugh and Marc-Kevin Goellner, among others . He reached his highest ranking in the tennis world rankings in 1992 with position 100 in singles and in 1998 with position 13 in doubles.
Montana competed in all four Grand Slam tournaments in singles , but could never reach the second round. In the doubles competition, he reached the quarter-finals of the French Open twice . In mixed he stood next to Kristine Kunce in the semi-finals of the French Open in 1998 , but they were subject to Justin Gimelstob and Venus Williams .
United States
Gianluca Pozzi Olli Rahnasto
Mexico city
Kitzbühel
Jordi Arrese Wayne Arthurs
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Nicolas Pereira Emilio Sánchez
Amsterdam
Rikard Bergh Jack Waite
Monte Carlo
Marseille
Estoril
Hamburg
David Adams Brett Steven
Pablo Albano Daniel Orsanic