Match log updated: 2026-08-30 18:41 UTC
Justin Gimelstob — ATP Match Log
Main draw matches: 278 | W: 107 | L: 171 | Win %: 38.5%
| Opponent | Score | Result | H2H | Match Data | Date ↓ | Round | Tournament | Category | Surface |
|---|---|---|---|---|---|---|---|---|---|
| Mikhail Youzhny | 2-6 4-6 | L | H2H | Match data | Oct 25, 2007* | R32 | St. Petersburg | International Series → modern equivalent ATP 250 | Carpet |
| Philipp Kohlschreiber | 1-6 3-6 | L | H2H | Match data | Oct 11, 2007* | R32 | Moscow | International Series → modern equivalent ATP 250 | Hard |
| Thomas Johansson | 4-6 4-6 | L | H2H | Match data | Oct 4, 2007* | R32 | Japan Open | International Series Gold → modern equivalent ATP 500 | Hard |
| Lukasz Kubot | 6-4 7-5 | W | H2H | Match data | Oct 3, 2007* | R64 | Japan Open | International Series Gold → modern equivalent ATP 500 | Hard |
| Andy Roddick | 6-7(6) 3-6 3-6 | L | H2H | Match data | Aug 29, 2007* | R128 | US Open | Grand Slam | Hard |
| Evgeny Korolev | 2-6 4-6 | L | H2H | Match data | Jul 26, 2007* | R32 | Indianapolis | International Series → modern equivalent ATP 250 | Hard |
| Vincent Spadea | 4-6 3-6 | L | H2H | Match data | Jul 12, 2007* | R32 | Newport | International Series → modern equivalent ATP 250 | Grass |
| Andy Roddick | 1-6 5-7 6-7(3) | L | H2H | Match data | Jun 27, 2007* | R128 | Wimbledon | Grand Slam | Grass |
| Amer Delic | 4-6 4-6 | L | H2H | Match data | Jun 21, 2007* | R32 | Eastbourne Open | International Series → modern equivalent ATP 250 | Grass |
| Ken Skupski | 6-4 6-7(3) 6-3 | W | H2H | Match data | Jun 19, 2007* | Q3 | Eastbourne Open | International Series → modern equivalent ATP 250 | Grass |
| Ian Flanagan | 6-4 6-3 | W | H2H | Match data | Jun 18, 2007 | Q2 | Eastbourne Open | International Series → modern equivalent ATP 250 | Grass |
| Alexander Reichel | 3-6 6-3 6-4 | W | H2H | Match data | Jun 18, 2007 | Q1 | Eastbourne Open | International Series → modern equivalent ATP 250 | Grass |
| Jonas Bjorkman | 3-6 6-3 1-6 | L | H2H | Match data | Jun 13, 2007* | R64 | Queen's Club Championships | International Series → modern equivalent ATP 250 | Grass |
| Nicolas Almagro | 4-6 4-6 4-6 | L | H2H | Match data | May 30, 2007* | R128 | Roland Garros | Grand Slam | Clay |
| Nicolas Devilder | 2-6 3-6 | L | H2H | Match data | Apr 12, 2007* | R32 | U.S. Men's Clay Court Championship | International Series → modern equivalent ATP 250 | Clay |
| Daniele Bracciali | 2-6 1-6 | L | H2H | Match data | Mar 7, 2007* | R128 | Indian Wells Open | Masters 1000 | Hard |
| David Ferrer | 2-6 4-6 1-6 | L | H2H | Match data | Sep 1, 2006* | R64 | US Open | Grand Slam | Hard |
| Oliver Marach | 6-2 6-3 7-5 | W | H2H | Match data | Aug 30, 2006* | R128 | US Open | Grand Slam | Hard |
| Gilles Simon | 6-4 5-7 1-6 | L | H2H | Match data | Aug 23, 2006* | R64 | New Haven | ATP International Series → modern equivalent ATP 250 | Hard |
| Robin Soderling | 3-6 6-2 6-7(6) | L | H2H | Match data | Aug 17, 2006* | R32 | Cincinnati Open | Masters 1000 | Hard |
| Feliciano Lopez | 6-3 7-6(4) | W | H2H | Match data | Aug 16, 2006* | R64 | Cincinnati Open | Masters 1000 | Hard |
| Ryan Sweeting | 6-7(7) 2-6 | L | H2H | Match data | Aug 2, 2006* | R64 | Washington Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Robby Ginepri | 4-6 4-6 | L | H2H | Match data | Jul 27, 2006* | R32 | Los Angeles Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Wesley Whitehouse | 3-6 5-7 | L | H2H | Match data | Jul 19, 2006* | R64 | Indianapolis | ATP International Series → modern equivalent ATP 250 | Hard |
| Mark Philippoussis | 3-6 5-7 | L | H2H | Match data | Jul 16, 2006* | F | Newport | ATP International Series → modern equivalent ATP 250 | Grass |
| Andy Murray | 6-1 7-6(4) | W | H2H | Match data | Jul 15, 2006* | SF | Newport | ATP International Series → modern equivalent ATP 250 | Grass |
| Kristian Pless | 6-3 6-1 | W | H2H | Match data | Jul 15, 2006* | QF | Newport | ATP International Series → modern equivalent ATP 250 | Grass |
| Wayne Arthurs | 6-3 7-6(1) | W | H2H | Match data | Jul 14, 2006* | R16 | Newport | ATP International Series → modern equivalent ATP 250 | Grass |
| Wesley Whitehouse | 4-6 6-3 6-4 | W | H2H | Match data | Jul 13, 2006* | R32 | Newport | ATP International Series → modern equivalent ATP 250 | Grass |
| Ivan Ljubicic | 3-6 6-7(1) 5-7 | L | H2H | Match data | Jun 30, 2006* | R64 | Wimbledon | Grand Slam | Grass |
| Christophe Rochus | 6-3 6-4 6-4 | W | H2H | Match data | Jun 28, 2006* | R128 | Wimbledon | Grand Slam | Grass |
| Robin Soderling | 6-7(5) 7-6(4) 6-7(7) | L | H2H | Match data | Jun 22, 2006* | R32 | Eastbourne Open | ATP International Series → modern equivalent ATP 250 | Grass |
| James Blake | 5-7 1-6 | L | H2H | Match data | Jun 15, 2006* | R32 | Queen's Club Championships | ATP International Series → modern equivalent ATP 250 | Grass |
| Raemon Sluiter | 7-6(7) 6-2 | W | H2H | Match data | Jun 14, 2006* | R64 | Queen's Club Championships | ATP International Series → modern equivalent ATP 250 | Grass |
| Alejandro Falla | 4-6 4-6 2-6 | L | H2H | Match data | May 31, 2006* | R128 | Roland Garros | Grand Slam | Clay |
| Albert Portas | 4-6 3-6 | L | H2H | Match data | May 6, 2006* | QF | Estoril Open | ATP International Series → modern equivalent ATP 250 | Clay |
| Nicolas Massu | 2-6 7-6(3) 6-4 | W | H2H | Match data | May 5, 2006* | R16 | Estoril Open | ATP International Series → modern equivalent ATP 250 | Clay |
| Lukas Dlouhy | 3-6 7-5 6-3 | W | H2H | Match data | May 4, 2006* | R32 | Estoril Open | ATP International Series → modern equivalent ATP 250 | Clay |
| Agustin Calleri | 2-6 1-6 | L | H2H | Match data | Apr 26, 2006* | R64 | Barcelona Open | ATP International Series Gold → modern equivalent ATP 500 | Clay |
| Paul Goldstein | 6-3 6-7(6) 1-1 (ret.) | L | H2H | Match data | Mar 21, 2006* | R128 | Miami Open | Masters 1000 | Hard |
| David Nalbandian | 4-6 4-6 | L | H2H | Match data | Mar 8, 2006* | R64 | Indian Wells Open | Masters 1000 | Hard |
| Feliciano Lopez | 7-5 6-3 | W | H2H | Match data | Mar 7, 2006* | R128 | Indian Wells Open | Masters 1000 | Hard |
| Tommy Haas | 1-2 (ret.) | L | H2H | Match data | Feb 23, 2006* | R32 | Memphis | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Kristof Vliegen | 6-7(1) 6-4 1-6 | L | H2H | Match data | Feb 17, 2006* | R16 | San Jose | ATP International Series → modern equivalent ATP 250 | Hard |
| Bjorn Rehnquist | 6-1 6-4 | W | H2H | Match data | Feb 16, 2006* | R32 | San Jose | ATP International Series → modern equivalent ATP 250 | Hard |
| Xavier Malisse | 2-6 5-7 | L | H2H | Match data | Feb 3, 2006* | R16 | Delray Beach Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Danai Udomchoke | 6-4 6-4 | W | H2H | Match data | Feb 2, 2006* | R32 | Delray Beach Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Marcos Baghdatis | 6-7(6) 5-7 0-6 | L | H2H | Match data | Jan 18, 2006* | R128 | Australian Open | Grand Slam | Hard |
| Carlos Moya | 6-3 3-6 4-6 | L | H2H | Match data | Jan 6, 2006* | R16 | Chennai | ATP International Series → modern equivalent ATP 250 | Hard |
| Alexander Waske | 6-2 6-2 | W | H2H | Match data | Jan 5, 2006* | R32 | Chennai | ATP International Series → modern equivalent ATP 250 | Hard |
| Alexander Waske | 6-3 6-7(5) 6-7(3) | L | H2H | Match data | Oct 5, 2005* | R64 | Japan Open | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Lleyton Hewitt | 4-6 7-5 6-7(9) | L | H2H | Match data | Sep 30, 2005* | R16 | Bangkok | ATP International Series → modern equivalent ATP 250 | Hard |
| Nicolas Lapentti | 6-4 6-3 | W | H2H | Match data | Sep 29, 2005* | R32 | Bangkok | ATP International Series → modern equivalent ATP 250 | Hard |
| Rafael Nadal | 7-5 4-6 4-6 | L | H2H | Match data | Sep 16, 2005* | R16 | China Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Roko Karanusic | 6-4 6-1 | W | H2H | Match data | Sep 15, 2005* | R32 | China Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Max Mirnyi | 2-6 5-7 2-6 | L | H2H | Match data | Aug 31, 2005* | R128 | US Open | Grand Slam | Hard |
| Fernando Gonzalez | 2-6 6-3 4-6 | L | H2H | Match data | Aug 25, 2005* | R32 | New Haven | ATP International Series → modern equivalent ATP 250 | Hard |
| Guillermo Garcia-Lopez | 3-6 7-5 7-6(4) | W | H2H | Match data | Aug 24, 2005* | R64 | New Haven | ATP International Series → modern equivalent ATP 250 | Hard |
| Lleyton Hewitt | 6-7(5) 4-6 5-7 | L | H2H | Match data | Jun 26, 2005* | R32 | Wimbledon | Grand Slam | Grass |
| Nicolas Massu | 6-3 4-6 7-6(5) 7-6(0) | W | H2H | Match data | Jun 24, 2005* | R64 | Wimbledon | Grand Slam | Grass |
| Adrian Garcia | 6-3 6-4 7-6(5) | W | H2H | Match data | Jun 22, 2005* | R128 | Wimbledon | Grand Slam | Grass |
| George Bastl | 0-1 (ret.) | L | H2H | Match data | Jun 21, 2005* | Q3 | Wimbledon | Grand Slam | Grass |
| Vladimir Voltchkov | 6-4 0-6 6-3 | W | H2H | Match data | Jun 21, 2005* | Q2 | Wimbledon | Grand Slam | Grass |
| Victor Ionita | 6-3 6-2 | W | H2H | Match data | Jun 20, 2005 | Q1 | Wimbledon | Grand Slam | Grass |
| Wayne Arthurs | 2-6 7-6(5) 6-7(6) | L | H2H | Match data | Feb 25, 2005* | R16 | Scottsdale | ATP International Series → modern equivalent ATP 250 | Hard |
| Kristof Vliegen | 6-3 7-6(3) | W | H2H | Match data | Feb 24, 2005* | R32 | Scottsdale | ATP International Series → modern equivalent ATP 250 | Hard |
| Gaston Gaudio | 6-7(3) 4-6 3-6 | L | H2H | Match data | Jan 19, 2005* | R128 | Australian Open | Grand Slam | Hard |
| Tomas Zib | 3-6 6-7(4) | L | H2H | Match data | Jan 8, 2005* | QF | Chennai | ATP International Series → modern equivalent ATP 250 | Hard |
| Jonas Bjorkman | 6-0 4-6 6-3 | W | H2H | Match data | Jan 7, 2005* | R16 | Chennai | ATP International Series → modern equivalent ATP 250 | Hard |
| Jan-Michael Gambill | 6-3 6-3 | W | H2H | Match data | Jan 6, 2005* | R32 | Chennai | ATP International Series → modern equivalent ATP 250 | Hard |
| Thomas Johansson | 4-6 4-6 | L | H2H | Match data | Oct 7, 2004* | R32 | Japan Open | International Series Gold → modern equivalent ATP 500 | Hard |
| Christophe Rochus | 6-6(2) (ret.) | W | H2H | Match data | Oct 6, 2004* | R64 | Japan Open | International Series Gold → modern equivalent ATP 500 | Hard |
| Taylor Dent | 6-4 4-6 4-6 | L | H2H | Match data | Sep 30, 2004* | R32 | Bangkok | International Series → modern equivalent ATP 250 | Hard |
| Juan Carlos Ferrero | 4-6 1-6 | L | H2H | Match data | Sep 16, 2004* | R32 | China Open | International Series → modern equivalent ATP 250 | Hard |
| Tuomas Ketola | 3-6 6-3 5-7 | L | H2H | Match data | Aug 30, 2004 | Q1 | US Open | Grand Slam | Hard |
| Alejandro Falla | 6-3 4-6 3-6 | L | H2H | Match data | Aug 19, 2004* | R32 | Washington Open | International Series → modern equivalent ATP 250 | Hard |
| Cyril Saulnier | 1-6 6-3 1-6 | L | H2H | Match data | Jul 8, 2004* | R32 | Newport | International Series → modern equivalent ATP 250 | Grass |
| Ramon Delgado | 6-2 0-6 2-6 4-6 | L | H2H | Match data | Jun 22, 2004* | Q3 | Wimbledon | Grand Slam | Grass |
| Jean Francois Bachelot | 6-3 3-6 6-2 | W | H2H | Match data | Jun 22, 2004* | Q2 | Wimbledon | Grand Slam | Grass |
| Juan-Pablo Guzman | 6-3 6-2 | W | H2H | Match data | Jun 21, 2004 | Q1 | Wimbledon | Grand Slam | Grass |
| Cyril Saulnier | 6-7(5) 6-3 1-6 | L | H2H | Match data | Oct 1, 2003* | R64 | Japan Open | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Robin Soderling | 4-6 4-6 | L | H2H | Match data | Sep 26, 2003* | R16 | Shanghai Masters | ATP International Series → modern equivalent ATP 250 | Hard |
| Alexander Waske | 6-3 7-6(4) | W | H2H | Match data | Sep 25, 2003* | R32 | Shanghai Masters | ATP International Series → modern equivalent ATP 250 | Hard |
| Dominik Hrbaty | 3-6 4-6 2-6 | L | H2H | Match data | Aug 27, 2003* | R128 | US Open | Grand Slam | Hard |
| Vincent Spadea | 4-6 3-6 | L | H2H | Match data | Jul 31, 2003* | R32 | Los Angeles Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Alex Bogomolov Jr | 2-6 4-6 | L | — | Match data | Jul 24, 2003* | R32 | Indianapolis | ATP International Series → modern equivalent ATP 250 | Hard |
| Gregory Carraz | 6-2 1-6 6-7(3) | L | H2H | Match data | Jul 12, 2003* | QF | Newport | ATP International Series → modern equivalent ATP 250 | Grass |
| Zack Fleishman | 1-6 6-3 6-3 | W | H2H | Match data | Jul 11, 2003* | R16 | Newport | ATP International Series → modern equivalent ATP 250 | Grass |
| Jeff Morrison | 6-4 4-6 7-6(13) | W | H2H | Match data | Jul 10, 2003* | R32 | Newport | ATP International Series → modern equivalent ATP 250 | Grass |
| Jonas Bjorkman | 1-6 3-6 3-6 | L | H2H | Match data | Jun 29, 2003* | R32 | Wimbledon | Grand Slam | Grass |
| Arnaud Clement | 2-6 6-3 6-4 6-7(2) 6-1 | W | H2H | Match data | Jun 27, 2003* | R64 | Wimbledon | Grand Slam | Grass |
| Irakli Labadze | 6-2 6-2 6-4 | W | H2H | Match data | Jun 25, 2003* | R128 | Wimbledon | Grand Slam | Grass |
| Vladimir Voltchkov | 1-6 5-7 | L | H2H | Match data | Jun 19, 2003* | R32 | Eastbourne Open | ATP International Series → modern equivalent ATP 250 | Grass |
| Ivo Karlovic | 6-7(4) 6-4 6-7(3) | L | H2H | Match data | Jun 11, 2003* | R64 | Queen's Club Championships | ATP International Series → modern equivalent ATP 250 | Grass |
| Mariano Puerta | 2-6 6-4 6-7(1) 1-6 | L | H2H | Match data | May 28, 2003* | R128 | Roland Garros | Grand Slam | Clay |
| Fernando Meligeni | 2-6 4-6 | L | H2H | Match data | Apr 24, 2003* | R32 | U.S. Men's Clay Court Championship | ATP International Series → modern equivalent ATP 250 | Clay |
| Jan-Michael Gambill | 5-7 5-7 | L | H2H | Match data | Mar 7, 2003* | R16 | Delray Beach Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Alex Bogomolov Jr | 6-4 6-0 | W | — | Match data | Mar 6, 2003* | R32 | Delray Beach Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Karol Beck | 4-6 3-6 | L | H2H | Match data | Feb 27, 2003* | R32 | Copenhagen | ATP International Series → modern equivalent ATP 250 | Hard |
| Hyung-Taik Lee | 3-6 4-6 | L | H2H | Match data | Feb 20, 2003* | R32 | Memphis | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Davide Sanguinetti | 4-6 7-6(2) 3-6 | L | H2H | Match data | Feb 15, 2003* | SF | San Jose | ATP International Series → modern equivalent ATP 250 | Hard |
| Kenneth Carlsen | 6-3 6-4 | W | H2H | Match data | Feb 15, 2003* | QF | San Jose | ATP International Series → modern equivalent ATP 250 | Hard |
| Zack Fleishman | 6-1 6-4 | W | H2H | Match data | Feb 14, 2003* | R16 | San Jose | ATP International Series → modern equivalent ATP 250 | Hard |
| Paradorn Srichaphan | 7-5 6-2 | W | H2H | Match data | Feb 13, 2003* | R32 | San Jose | ATP International Series → modern equivalent ATP 250 | Hard |
| Younes El Aynaoui | 6-2 6-4 4-6 0-1 (ret.) | L | H2H | Match data | Jan 15, 2003* | R128 | Australian Open | Grand Slam | Hard |
| Karol Kucera | 6-3 6-7(3) 3-6 | L | H2H | Match data | Jan 2, 2003* | R32 | Chennai | ATP International Series → modern equivalent ATP 250 | Hard |
| Andre Agassi | 0-6 1-6 1-6 | L | H2H | Match data | Aug 30, 2002* | R64 | US Open | Grand Slam | Hard |
| Edwin Kempes | 6-4 3-6 6-3 6-7(4) 6-3 | W | H2H | Match data | Aug 28, 2002* | R128 | US Open | Grand Slam | Hard |
| Andy Roddick | 2-6 2-6 | L | H2H | Match data | Aug 15, 2002* | R32 | Washington Open | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Kenneth Carlsen | 6-3 6-3 | W | H2H | Match data | Aug 14, 2002* | R64 | Washington Open | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Nicolas Kiefer | 5-7 1-6 | L | H2H | Match data | Jul 25, 2002* | R32 | Los Angeles Open | ATP International Series → modern equivalent ATP 250 | Hard |
| James Blake | 5-7 5-7 | L | H2H | Match data | Jul 13, 2002* | QF | Newport | ATP International Series → modern equivalent ATP 250 | Grass |
| Jonathan Erlich | 6-4 6-0 | W | H2H | Match data | Jul 12, 2002* | R16 | Newport | ATP International Series → modern equivalent ATP 250 | Grass |
| Ben Ellwood | 6-2 0-6 6-3 | W | H2H | Match data | Jul 11, 2002* | R32 | Newport | ATP International Series → modern equivalent ATP 250 | Grass |
| Nicolas Thomann | 4-6 6-4 7-5 3-6 12-14 | L | H2H | Match data | Jun 25, 2002* | Q3 | Wimbledon | Grand Slam | Grass |
| Artem Derepasko | 7-5 6-3 | W | H2H | Match data | Jun 25, 2002* | Q2 | Wimbledon | Grand Slam | Grass |
| Jonathan Marray | 2-6 7-5 6-3 | W | H2H | Match data | Jun 24, 2002 | Q1 | Wimbledon | Grand Slam | Grass |
| Davide Sanguinetti | 3-6 4-6 | L | H2H | Match data | Feb 28, 2002* | R32 | San Jose | ATP International Series → modern equivalent ATP 250 | Hard |
| Tommy Haas | 6-7(7) 2-6 | L | H2H | Match data | Feb 22, 2002* | R16 | Memphis | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Mardy Fish | 6-3 7-6(4) | W | H2H | Match data | Feb 21, 2002* | R32 | Memphis | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Nicolas Coutelot | 3-6 3-6 | L | H2H | Match data | Jan 15, 2002* | Q2 | Australian Open | Grand Slam | Hard |
| Konstantinos Economidis | 6-2 6-2 | W | H2H | Match data | Jan 14, 2002 | Q1 | Australian Open | Grand Slam | Hard |
| Irakli Labadze | 7-6(2) 6-7(3) 2-6 | L | H2H | Match data | Sep 21, 2001* | R16 | Shanghai Masters | ATP International Series → modern equivalent ATP 250 | Hard |
| Paradorn Srichaphan | 7-6(6) 3-6 6-4 | W | H2H | Match data | Sep 20, 2001* | R32 | Shanghai Masters | ATP International Series → modern equivalent ATP 250 | Hard |
| Goran Ivanisevic | 3-6 3-6 3-6 | L | H2H | Match data | Aug 31, 2001* | R64 | US Open | Grand Slam | Hard |
| Michal Tabara | 6-4 3-6 4-6 6-4 6-2 | W | H2H | Match data | Aug 29, 2001* | R128 | US Open | Grand Slam | Hard |
| Jeff Morrison | 6-4 6-4 | W | H2H | Match data | Aug 28, 2001* | Q3 | US Open | Grand Slam | Hard |
| Nicolas Thomann | 1-6 6-3 6-4 | W | H2H | Match data | Aug 28, 2001* | Q2 | US Open | Grand Slam | Hard |
| Ytai Abougzir | 6-0 6-2 | W | H2H | Match data | Aug 27, 2001 | Q1 | US Open | Grand Slam | Hard |
| Cecil Mamiit | 3-6 2-6 | L | H2H | Match data | Aug 15, 2001* | R64 | Washington Open | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Xavier Malisse | 4-6 5-7 | L | H2H | Match data | Jul 26, 2001* | R32 | Los Angeles Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Kristian Capalik | 2-6 5-7 | L | H2H | Match data | Jul 12, 2001* | R32 | Newport | ATP International Series → modern equivalent ATP 250 | Grass |
| Jan-Michael Gambill | 3-6 5-7 | L | H2H | Match data | Jun 14, 2001* | R32 | Queen's Club Championships | ATP International Series → modern equivalent ATP 250 | Grass |
| Cecil Mamiit | 6-1 7-6(5) | W | H2H | Match data | Jun 13, 2001* | R64 | Queen's Club Championships | ATP International Series → modern equivalent ATP 250 | Grass |
| Andreas Vinciguerra | 6-3 2-6 0-6 | L | H2H | Match data | Mar 20, 2001* | R128 | Miami Open | Masters 1000 | Hard |
| Sargis Sargsian | 1-6 6-7(5) | L | H2H | Match data | Mar 1, 2001* | R32 | San Jose | ATP International Series → modern equivalent ATP 250 | Hard |
| George Bastl | 6-1 6-7(4) 2-6 | L | H2H | Match data | Feb 21, 2001* | R64 | Memphis | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Jean-Rene Lisnard | 6-7(5) 2-6 | L | H2H | Match data | Feb 15, 2001* | R32 | Marseille | ATP International Series → modern equivalent ATP 250 | Hard |
| Christophe Rochus | 6-4 6-3 4-6 0-6 7-9 | L | H2H | Match data | Jan 17, 2001* | R128 | Australian Open | Grand Slam | Hard |
| Andrei Pavel | 2-6 2-6 | L | H2H | Match data | Jan 4, 2001* | R32 | Adelaide International | ATP International Series → modern equivalent ATP 250 | Hard |
| Davide Sanguinetti | 0-6 7-5 3-6 | L | H2H | Match data | Sep 16, 2000* | QF | Tashkent | ATP International Series → modern equivalent ATP 250 | Hard |
| Harel Levy | 6-4 6-3 | W | H2H | Match data | Sep 15, 2000* | R16 | Tashkent | ATP International Series → modern equivalent ATP 250 | Hard |
| Jan Siemerink | 6-4 6-3 | W | H2H | Match data | Sep 14, 2000* | R32 | Tashkent | ATP International Series → modern equivalent ATP 250 | Hard |
| Pete Sampras | 3-6 1-6 3-6 | L | H2H | Match data | Sep 1, 2000* | R64 | US Open | Grand Slam | Hard |
| Christophe Rochus | 3-6 6-3 6-4 7-6(4) | W | H2H | Match data | Aug 30, 2000* | R128 | US Open | Grand Slam | Hard |
| Andrei Pavel | 4-6 1-6 | L | H2H | Match data | Aug 23, 2000* | R64 | Long Island | ATP International Series → modern equivalent ATP 250 | Hard |
| Michael Chang | 6-3 3-6 0-6 | L | H2H | Match data | Jul 29, 2000* | SF | Los Angeles Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Paul Goldstein | 3-0 (ret.) | W | H2H | Match data | Jul 29, 2000* | QF | Los Angeles Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Mark Philippoussis | 3-6 7-6(5) 7-6(3) | W | H2H | Match data | Jul 28, 2000* | R16 | Los Angeles Open | ATP International Series → modern equivalent ATP 250 | Hard |
| James Sekulov | 6-3 6-3 | W | H2H | Match data | Jul 27, 2000* | R32 | Los Angeles Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Tuomas Ketola | 6-7(4) 6-2 3-6 | L | H2H | Match data | Jul 13, 2000* | R32 | Newport | ATP International Series → modern equivalent ATP 250 | Grass |
| Pete Sampras | 6-2 4-6 2-6 2-6 | L | H2H | Match data | Jul 2, 2000* | R32 | Wimbledon | Grand Slam | Grass |
| Michael Llodra | 7-6(3) 6-3 6-4 | W | H2H | Match data | Jun 30, 2000* | R64 | Wimbledon | Grand Slam | Grass |
| Barry Cowan | 6-3 6-4 6-7(5) 6-3 | W | H2H | Match data | Jun 28, 2000* | R128 | Wimbledon | Grand Slam | Grass |
| Wayne Ferreira | 5-7 7-6(6) 3-6 | L | H2H | Match data | Jun 22, 2000* | R32 | Eastbourne Open | ATP International Series → modern equivalent ATP 250 | Grass |
| Cedric Pioline | 4-6 5-7 | L | H2H | Match data | Jun 16, 2000* | R16 | Queen's Club Championships | ATP International Series → modern equivalent ATP 250 | Grass |
| Fabrice Santoro | 4-6 6-4 6-0 | W | H2H | Match data | Jun 15, 2000* | R32 | Queen's Club Championships | ATP International Series → modern equivalent ATP 250 | Grass |
| Vincent Spadea | 2-6 6-4 6-1 | W | H2H | Match data | Jun 14, 2000* | R64 | Queen's Club Championships | ATP International Series → modern equivalent ATP 250 | Grass |
| Michel Kratochvil | 4-6 7-6(3) 3-6 1-6 | L | H2H | Match data | May 31, 2000* | R128 | Roland Garros | Grand Slam | Clay |
| Jan Siemerink | 6-4 2-6 5-7 | L | H2H | Match data | May 4, 2000* | R32 | Orlando | ATP International Series → modern equivalent ATP 250 | Clay |
| Jiri Vanek | 5-7 4-6 | L | H2H | Match data | Apr 13, 2000* | R32 | Atlanta | ATP International Series → modern equivalent ATP 250 | Clay |
| Roger Federer | 5-7 3-6 | L | H2H | Match data | Mar 21, 2000* | R128 | Miami Open | Masters 1000 | Hard |
| Gustavo Kuerten | 5-7 6-3 3-6 | L | H2H | Match data | Mar 15, 2000* | R64 | Indian Wells Open | Masters 1000 | Hard |
| Richard Fromberg | 6-4 6-7(3) 2-6 | L | H2H | Match data | Mar 4, 2000* | QF | Delray Beach Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Cecil Mamiit | 1-6 7-6(3) 6-4 | W | H2H | Match data | Mar 3, 2000* | R16 | Delray Beach Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Karim Alami | 6-4 2-6 7-6(2) | W | H2H | Match data | Mar 2, 2000* | R32 | Delray Beach Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Martin Rodriguez | 6-7(4) 6-7(3) | L | H2H | Match data | Feb 16, 2000* | R64 | Memphis | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Mark Philippoussis | 6-7(5) 4-6 | L | H2H | Match data | Feb 12, 2000* | QF | San Jose | ATP International Series → modern equivalent ATP 250 | Hard |
| Tomas Zib | 6-4 7-6(4) | W | H2H | Match data | Feb 11, 2000* | R16 | San Jose | ATP International Series → modern equivalent ATP 250 | Hard |
| Jan-Michael Gambill | 7-6(2) 6-2 | W | H2H | Match data | Feb 10, 2000* | R32 | San Jose | ATP International Series → modern equivalent ATP 250 | Hard |
| Fabrice Santoro | 7-5 1-6 6-7(6) | L | H2H | Match data | Nov 12, 1999* | R16 | Moscow | ATP World Series → modern equivalent ATP 250 | Carpet |
| Andrei Cherkasov | 6-3 6-3 | W | H2H | Match data | Nov 11, 1999* | R32 | Moscow | ATP World Series → modern equivalent ATP 250 | Carpet |
| Wayne Ferreira | 4-6 6-4 4-6 | L | H2H | Match data | Oct 27, 1999* | R64 | Stuttgart Masters | Masters 1000 | Hard |
| Jan-Michael Gambill | 6-7(2) 4-6 | L | H2H | Match data | Oct 14, 1999* | R32 | Brisbane International | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Ivan Ljubicic | 6-7(1) 3-6 | L | H2H | Match data | Oct 7, 1999* | R32 | Shanghai Masters | ATP World Series → modern equivalent ATP 250 | Hard |
| Andre Agassi | 1-6 6-4 3-6 4-6 | L | H2H | Match data | Sep 5, 1999* | R32 | US Open | Grand Slam | Hard |
| Daniel Vacek | 6-2 3-6 2-6 6-4 6-3 | W | H2H | Match data | Sep 3, 1999* | R64 | US Open | Grand Slam | Hard |
| Andrea Gaudenzi | 6-1 6-3 6-2 | W | H2H | Match data | Sep 1, 1999* | R128 | US Open | Grand Slam | Hard |
| Yevgeny Kafelnikov | 5-7 4-6 | L | H2H | Match data | Aug 20, 1999* | R16 | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Wayne Arthurs | 6-4 6-1 | W | H2H | Match data | Aug 19, 1999* | R32 | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Richard Fromberg | 6-4 2-6 7-6(4) | W | H2H | Match data | Aug 18, 1999* | R64 | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Richard Krajicek | 4-6 2-6 | L | H2H | Match data | Aug 14, 1999* | R16 | Cincinnati Open | Masters 1000 | Hard |
| Todd Martin | 6-4 6-4 | W | H2H | Match data | Aug 12, 1999* | R32 | Cincinnati Open | Masters 1000 | Hard |
| Jason Stoltenberg | 6-2 6-3 | W | H2H | Match data | Aug 11, 1999* | R64 | Cincinnati Open | Masters 1000 | Hard |
| Sebastien Lareau | 6-7(2) 1-6 | L | H2H | Match data | Aug 4, 1999* | R64 | Canadian Open | Masters 1000 | Hard |
| Wayne Ferreira | 7-5 5-7 2-6 | L | H2H | Match data | Jul 30, 1999* | R16 | Los Angeles Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Taylor Dent | 6-2 6-2 | W | H2H | Match data | Jul 29, 1999* | R32 | Los Angeles Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Max Mirnyi | 3-6 6-7(2) | L | H2H | Match data | Jul 8, 1999* | R32 | Newport | ATP World Series → modern equivalent ATP 250 | Grass |
| Jens Knippschild | 3-6 6-2 7-5 2-6 7-9 | L | H2H | Match data | Jun 23, 1999* | R128 | Wimbledon | Grand Slam | Grass |
| Jerome Golmard | 4-6 7-6(5) 6-7(5) | L | H2H | Match data | Jun 17, 1999* | R32 | Eastbourne Open | ATP World Series → modern equivalent ATP 250 | Grass |
| Nicklas Kulti | 4-6 4-6 | L | H2H | Match data | Jun 11, 1999* | R16 | Halle Open | ATP World Series → modern equivalent ATP 250 | Grass |
| Jonathan Stark | 6-3 6-4 | W | H2H | Match data | Jun 10, 1999* | R32 | Halle Open | ATP World Series → modern equivalent ATP 250 | Grass |
| Fernando Meligeni | 3-6 3-6 3-6 | L | H2H | Match data | May 26, 1999* | R128 | Roland Garros | Grand Slam | Clay |
| Mariano Zabaleta | 4-6 5-7 | L | H2H | Match data | May 20, 1999* | R32 | St. Poelten | ATP World Series → modern equivalent ATP 250 | Clay |
| Hernan Gumy | 6-7(2) 6-7(2) | L | H2H | Match data | May 7, 1999* | R16 | Delray Beach Open | ATP World Series → modern equivalent ATP 250 | Clay |
| Petr Korda | 6-4 6-2 | W | H2H | Match data | May 6, 1999* | R32 | Delray Beach Open | ATP World Series → modern equivalent ATP 250 | Clay |
| Jim Courier | 1-6 6-7(5) | L | H2H | Match data | Apr 30, 1999* | R16 | Atlanta | ATP World Series → modern equivalent ATP 250 | Clay |
| Jan-Michael Gambill | 6-0 6-4 | W | H2H | Match data | Apr 29, 1999* | R32 | Atlanta | ATP World Series → modern equivalent ATP 250 | Clay |
| Jason Stoltenberg | 0-6 7-6(5) 4-6 | L | H2H | Match data | Apr 22, 1999* | R32 | Orlando | ATP World Series → modern equivalent ATP 250 | Clay |
| Andrei Medvedev | 1-6 0-6 | L | H2H | Match data | Mar 16, 1999* | R128 | Miami Open | Masters 1000 | Hard |
18 qualifying matches shown in the table; qualifying is excluded from main-draw summaries and leaderboards. Estimated from the tournament schedule where an exact match date is unavailable. Arrows show an edition's recorded category and documented modern equivalent; unresolved editions keep their recorded category. Mapping details.