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 |
|---|---|---|---|---|---|---|---|---|---|
| David Prinosil | 6-4 6-4 4-6 4-6 6-3 | W | H2H | Match data | Aug 30, 1995* | R128 | US Open | Grand Slam | Hard |
| Richard Krajicek | 4-6 2-6 4-6 | L | H2H | Match data | Sep 1, 1995* | R64 | US Open | Grand Slam | Hard |
| Nicolas Pereira | 6-4 6-2 | W | H2H | Match data | Feb 15, 1996* | R32 | San Jose | World Series → modern equivalent ATP 250 | Hard |
| Richey Reneberg | 1-6 4-6 | L | H2H | Match data | Feb 16, 1996* | R16 | San Jose | World Series → modern equivalent ATP 250 | Hard |
| Karol Kucera | 6-4 6-2 | W | H2H | Match data | Mar 7, 1996* | R32 | Scottsdale | World Series → modern equivalent ATP 250 | Hard |
| Jonas Bjorkman | 2-6 7-5 6-2 | W | H2H | Match data | Mar 8, 1996* | R16 | Scottsdale | World Series → modern equivalent ATP 250 | Hard |
| Wayne Ferreira | 6-2 4-6 5-7 | L | H2H | Match data | Mar 9, 1996* | QF | Scottsdale | World Series → modern equivalent ATP 250 | Hard |
| Greg Rusedski | 4-6 6-7(5) | L | H2H | Match data | Mar 19, 1996* | R128 | Miami Open | Masters 1000 | Hard |
| Petr Korda | 2-6 7-6(6) 2-6 | L | H2H | Match data | Jun 12, 1996* | R64 | Queen's Club Championships | World Series → modern equivalent ATP 250 | Grass |
| Patrick Rafter | 6-7(4) 4-6 | L | H2H | Match data | Jul 11, 1996* | R32 | Newport | World Series → modern equivalent ATP 250 | Grass |
| Bryan Shelton | 6-7(2) 3-6 | L | H2H | Match data | Jul 17, 1996* | R64 | Washington Open | Championship Series → modern equivalent ATP 500 | Hard |
| Jonathan Stark | 6-7(2) 4-6 | L | H2H | Match data | Aug 1, 1996* | R32 | Los Angeles Open | World Series → modern equivalent ATP 250 | Hard |
| Javier Frana | 4-6 4-6 | L | H2H | Match data | Aug 14, 1996* | R64 | Indianapolis | Championship Series → modern equivalent ATP 500 | Hard |
| Sargis Sargsian | 3-6 1-6 | L | H2H | Match data | Oct 17, 1996* | R32 | Tel Aviv | World Series → modern equivalent ATP 250 | Hard |
| Eyal Ran | 3-6 6-7(4) 6-3 4-6 | L | H2H | Match data | Jan 15, 1997* | R128 | Australian Open | Grand Slam | Hard |
| Max Mirnyi | 7-6(5) 1-6 6-2 | W | H2H | Match data | Jan 30, 1997* | R32 | Shanghai Masters | World Series → modern equivalent ATP 250 | Carpet |
| Gerard Solves | 5-7 6-7(5) | L | H2H | Match data | Jan 31, 1997* | R16 | Shanghai Masters | World Series → modern equivalent ATP 250 | Carpet |
| Michael Joyce | 6-4 6-3 | W | — | Match data | Feb 13, 1997* | R32 | San Jose | World Series → modern equivalent ATP 250 | Hard |
| Pete Sampras | 2-6 3-6 | L | H2H | Match data | Feb 14, 1997* | R16 | San Jose | World Series → modern equivalent ATP 250 | Hard |
| Jim Grabb | 4-6 6-3 7-6(4) | W | H2H | Match data | Feb 19, 1997* | R64 | Memphis | Championship Series → modern equivalent ATP 500 | Hard |
| Paul Haarhuis | 4-6 3-6 | L | H2H | Match data | Feb 20, 1997* | R32 | Memphis | Championship Series → modern equivalent ATP 500 | Hard |
| Michael Joyce | 6-0 6-3 | W | — | Match data | Feb 27, 1997* | R32 | Philadelphia | Championship Series → modern equivalent ATP 500 | Hard |
| Patrick Rafter | 3-6 7-5 5-7 | L | H2H | Match data | Feb 28, 1997* | R16 | Philadelphia | Championship Series → modern equivalent ATP 500 | Hard |
| Chris Woodruff | 4-6 7-6(7) 3-6 | L | H2H | Match data | Mar 12, 1997* | R64 | Indian Wells Open | Masters 1000 | Hard |
| Marcelo Charpentier | 6-7(6) 6-3 4-6 | L | H2H | Match data | Mar 18, 1997* | R128 | Miami Open | Masters 1000 | Hard |
| Henrik Holm | 1-6 7-6(1) 6-2 | W | H2H | Match data | Apr 10, 1997* | R32 | Hong Kong Open | World Series → modern equivalent ATP 250 | Hard |
| Neville Godwin | 7-5 6-4 | W | H2H | Match data | Apr 11, 1997* | R16 | Hong Kong Open | World Series → modern equivalent ATP 250 | Hard |
| Thomas Johansson | 4-6 4-6 | L | H2H | Match data | Apr 12, 1997* | QF | Hong Kong Open | World Series → modern equivalent ATP 250 | Hard |
| Fernon Wibier | 6-4 7-6(4) | W | H2H | Match data | Apr 16, 1997* | R64 | Japan Open | Championship Series → modern equivalent ATP 500 | Hard |
| Magnus Norman | 4-6 2-6 | L | H2H | Match data | Apr 17, 1997* | R32 | Japan Open | Championship Series → modern equivalent ATP 500 | Hard |
| Jean-Philippe Fleurian | 3-6 6-7(5) | L | H2H | Match data | Jun 11, 1997* | R64 | Queen's Club Championships | World Series → modern equivalent ATP 250 | Grass |
| Scott Draper | 4-6 5-7 | L | H2H | Match data | Jun 19, 1997* | R32 | Eastbourne Open | World Series → modern equivalent ATP 250 | Grass |
| Gustavo Kuerten | 6-3 6-4 4-6 1-6 6-4 | W | H2H | Match data | Jun 25, 1997* | R128 | Wimbledon | Grand Slam | Grass |
| Michael Stich | 5-7 1-6 1-6 | L | H2H | Match data | Jun 27, 1997* | R64 | Wimbledon | Grand Slam | Grass |
| Michael Joyce | 0-6 2-6 | L | — | Match data | Jul 10, 1997* | R32 | Newport | World Series → modern equivalent ATP 250 | Grass |
| Rainer Schuettler | 3-6 3-6 | L | H2H | Match data | Jul 16, 1997* | R64 | Washington Open | Championship Series → modern equivalent ATP 500 | Hard |
| Andre Agassi | 7-5 6-2 | W | H2H | Match data | Jul 24, 1997* | R32 | Los Angeles Open | World Series → modern equivalent ATP 250 | Hard |
| Byron Black | 2-6 6-7(1) | L | H2H | Match data | Jul 25, 1997* | R16 | Los Angeles Open | World Series → modern equivalent ATP 250 | Hard |
| Petr Korda | 6-4 6-4 | W | H2H | Match data | Jul 30, 1997* | R64 | Canadian Open | Masters 1000 | Hard |
| Scott Draper | 6-3 6-1 | W | H2H | Match data | Jul 31, 1997* | R32 | Canadian Open | Masters 1000 | Hard |
| Richard Krajicek | 2-6 4-6 | L | H2H | Match data | Aug 2, 1997* | R16 | Canadian Open | Masters 1000 | Hard |
| Byron Black | 6-3 6-4 | W | H2H | Match data | Aug 6, 1997* | R64 | Cincinnati Open | Masters 1000 | Hard |
| Pete Sampras | 2-6 4-6 | L | H2H | Match data | Aug 7, 1997* | R32 | Cincinnati Open | Masters 1000 | Hard |
| Chris Woodruff | 6-3 4-6 1-6 | L | H2H | Match data | Aug 13, 1997* | R64 | Indianapolis | Championship Series → modern equivalent ATP 500 | Hard |
| Daniel Nestor | 7-6(7) 6-7(3) 6-3 6-2 | W | H2H | Match data | Aug 27, 1997* | R128 | US Open | Grand Slam | Hard |
| Magnus Gustafsson | 6-3 3-6 7-6(4) 4-6 6-1 | W | H2H | Match data | Aug 29, 1997* | R64 | US Open | Grand Slam | Hard |
| Wayne Ferreira | 7-5 6-7(3) 3-6 0-6 | L | H2H | Match data | Aug 31, 1997* | R32 | US Open | Grand Slam | Hard |
| Martin Sinner | 7-6(5) 7-6(4) | W | H2H | Match data | Sep 25, 1997* | R32 | Toulouse | World Series → modern equivalent ATP 250 | Hard |
| Jan Siemerink | 3-6 7-6(7) 6-0 | W | H2H | Match data | Sep 26, 1997* | R16 | Toulouse | World Series → modern equivalent ATP 250 | Hard |
| Vincent Spadea | 3-6 6-7(4) | L | H2H | Match data | Sep 27, 1997* | QF | Toulouse | World Series → modern equivalent ATP 250 | Hard |
| Michael Tebbutt | 4-6 6-3 6-4 | W | H2H | Match data | Oct 2, 1997* | R32 | China Open | World Series → modern equivalent ATP 250 | Hard |
| Byron Black | 6-3 5-7 4-6 | L | H2H | Match data | Oct 3, 1997* | R16 | China Open | World Series → modern equivalent ATP 250 | Hard |
| Marcelo Rios | 2-6 4-6 | L | H2H | Match data | Oct 9, 1997* | R32 | Brisbane International | Championship Series → modern equivalent ATP 500 | Carpet |
| Daniel Nestor | 6-4 2-6 4-6 | L | H2H | Match data | Nov 6, 1997* | R32 | Moscow | World Series → modern equivalent ATP 250 | Carpet |
| Steve Campbell | 6-3 3-6 6-3 3-6 4-6 | L | H2H | Match data | Jan 21, 1998* | R128 | Australian Open | Grand Slam | Hard |
| Gustavo Kuerten | 6-7(5) 6-4 1-6 | L | H2H | Match data | Feb 12, 1998* | R32 | San Jose | ATP World Series → modern equivalent ATP 250 | Hard |
| Jason Stoltenberg | 3-6 6-3 6-4 | W | H2H | Match data | Apr 23, 1998* | R32 | Orlando | ATP World Series → modern equivalent ATP 250 | Clay |
| Andrei Pavel | 6-7(5) 2-6 | L | H2H | Match data | Apr 24, 1998* | R16 | Orlando | ATP World Series → modern equivalent ATP 250 | Clay |
| Grant Stafford | 6-2 6-4 | W | H2H | Match data | May 7, 1998* | R32 | Delray Beach Open | ATP World Series → modern equivalent ATP 250 | Clay |
| Wayne Black | 6-1 6-2 | W | H2H | Match data | May 8, 1998* | R16 | Delray Beach Open | ATP World Series → modern equivalent ATP 250 | Clay |
| Xavier Malisse | 6-3 4-6 6-3 | W | H2H | Match data | May 9, 1998* | QF | Delray Beach Open | ATP World Series → modern equivalent ATP 250 | Clay |
| Andrew Ilie | 6-4 1-6 4-6 | L | H2H | Match data | May 9, 1998* | SF | Delray Beach Open | ATP World Series → modern equivalent ATP 250 | Clay |
| Mark Woodforde | 7-5 3-6 2-6 | L | H2H | Match data | Jun 10, 1998* | R64 | Queen's Club Championships | ATP World Series → modern equivalent ATP 250 | Grass |
| Scott Draper | 3-6 6-4 6-7(4) | L | H2H | Match data | Jun 18, 1998* | R32 | Eastbourne Open | ATP World Series → modern equivalent ATP 250 | Grass |
| Alex Corretja | 7-6(3) 6-2 6-3 | W | H2H | Match data | Jun 24, 1998* | R128 | Wimbledon | Grand Slam | Grass |
| Mark Woodforde | 6-2 1-6 4-6 4-6 | L | H2H | Match data | Jun 26, 1998* | R64 | Wimbledon | Grand Slam | Grass |
| Alex Obrien | 4-6 6-4 7-5 | W | — | Match data | Jul 9, 1998* | R32 | Newport | ATP World Series → modern equivalent ATP 250 | Grass |
| Jeff Tarango | 3-6 6-1 7-6(4) | W | H2H | Match data | Jul 10, 1998* | R16 | Newport | ATP World Series → modern equivalent ATP 250 | Grass |
| Neville Godwin | 7-6(2) 6-7(6) 3-6 | L | H2H | Match data | Jul 11, 1998* | QF | Newport | ATP World Series → modern equivalent ATP 250 | Grass |
| Lleyton Hewitt | 6-3 2-6 6-2 | W | H2H | Match data | Jul 22, 1998* | R64 | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Andrew Ilie | 6-7(8) 6-3 6-1 | W | H2H | Match data | Jul 23, 1998* | R32 | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Jim Courier | 3-6 4-6 | L | H2H | Match data | Jul 24, 1998* | R16 | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Daniel Vacek | 6-4 6-0 | W | H2H | Match data | Jul 30, 1998* | R32 | Los Angeles Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Vincent Spadea | 6-3 3-0 (ret.) | W | H2H | Match data | Jul 31, 1998* | R16 | Los Angeles Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Patrick Rafter | 6-4 6-3 | W | H2H | Match data | Aug 1, 1998* | QF | Los Angeles Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Andre Agassi | 0-6 6-7(2) | L | H2H | Match data | Aug 1, 1998* | SF | Los Angeles Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Vincent Spadea | 6-3 6-7(8) 2-6 | L | H2H | Match data | Aug 12, 1998* | R64 | Cincinnati Open | Masters 1000 | Hard |
| Guillaume Raoux | 6-7(5) 4-6 | L | H2H | Match data | Aug 19, 1998* | R64 | New Haven | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Wayne Black | 6-3 5-7 3-2 (ret.) | L | H2H | Match data | Sep 2, 1998* | R128 | US Open | Grand Slam | Hard |
| Dennis van Scheppingen | 6-3 6-2 | W | H2H | Match data | Oct 8, 1998* | R32 | Shanghai Masters | ATP World Series → modern equivalent ATP 250 | Carpet |
| Goran Ivanisevic | 1-6 4-6 | L | H2H | Match data | Oct 9, 1998* | R16 | Shanghai Masters | ATP World Series → modern equivalent ATP 250 | Carpet |
| Ramon Delgado | 6-4 6-4 | W | H2H | Match data | Oct 15, 1998* | R32 | Brisbane International | ATP Championship Series → modern equivalent ATP 500 | Carpet |
| Lleyton Hewitt | 7-6(6) 2-6 6-7(4) | L | H2H | Match data | Oct 16, 1998* | R16 | Brisbane International | ATP Championship Series → modern equivalent ATP 500 | Carpet |
| Scott Draper | 6-3 6-7(6) 3-6 | L | H2H | Match data | Jan 7, 1999* | R32 | Adelaide International | ATP World Series → modern equivalent ATP 250 | Hard |
| Rainer Schuettler | 6-2 7-6(4) 6-1 | W | H2H | Match data | Jan 20, 1999* | R128 | Australian Open | Grand Slam | Hard |
| Mikael Tillstrom | 3-6 4-6 1-6 | L | H2H | Match data | Jan 22, 1999* | R64 | Australian Open | Grand Slam | Hard |
| Arnaud Di Pasquale | 6-4 1-6 4-6 | L | H2H | Match data | Feb 4, 1999* | R32 | Marseille | ATP World Series → modern equivalent ATP 250 | Hard |
| Jan-Michael Gambill | 6-3 7-6(6) | W | H2H | Match data | Feb 11, 1999* | R32 | San Jose | ATP World Series → modern equivalent ATP 250 | Hard |
| Chris Woodruff | 6-4 7-6(3) | W | H2H | Match data | Feb 12, 1999* | R16 | San Jose | ATP World Series → modern equivalent ATP 250 | Hard |
| Mark Philippoussis | 2-6 6-3 6-7(0) | L | H2H | Match data | Feb 13, 1999* | QF | San Jose | ATP World Series → modern equivalent ATP 250 | Hard |
| Daniel Nestor | 4-6 3-6 | L | H2H | Match data | Feb 17, 1999* | R64 | Memphis | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Thomas Muster | 6-4 7-5 | W | H2H | Match data | Mar 4, 1999* | R32 | Scottsdale | ATP World Series → modern equivalent ATP 250 | Hard |
| Fernando Vicente | 7-6(5) 6-2 | W | H2H | Match data | Mar 5, 1999* | R16 | Scottsdale | ATP World Series → modern equivalent ATP 250 | Hard |
| Jan-Michael Gambill | 6-4 4-6 1-6 | L | H2H | Match data | Mar 6, 1999* | QF | Scottsdale | ATP World Series → modern equivalent ATP 250 | Hard |
| Nicolas Escude | 2-6 6-1 6-1 | W | H2H | Match data | Mar 10, 1999* | R64 | Indian Wells Open | Masters 1000 | Hard |
| Marat Safin | 2-6 6-7(4) | L | H2H | Match data | Mar 11, 1999* | R32 | Indian Wells Open | Masters 1000 | Hard |
| Andrei Medvedev | 1-6 0-6 | L | H2H | Match data | Mar 16, 1999* | R128 | Miami Open | Masters 1000 | Hard |
| 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 |
| Jan-Michael Gambill | 6-0 6-4 | W | H2H | Match data | Apr 29, 1999* | R32 | Atlanta | 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 |
| 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 |
| 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 |
| Mariano Zabaleta | 4-6 5-7 | L | H2H | Match data | May 20, 1999* | R32 | St. Poelten | ATP World Series → modern equivalent ATP 250 | Clay |
| Fernando Meligeni | 3-6 3-6 3-6 | L | H2H | Match data | May 26, 1999* | R128 | Roland Garros | Grand Slam | Clay |
| Jonathan Stark | 6-3 6-4 | W | H2H | Match data | Jun 10, 1999* | R32 | Halle 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 |
| 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 |
| Jens Knippschild | 3-6 6-2 7-5 2-6 7-9 | L | H2H | Match data | Jun 23, 1999* | R128 | Wimbledon | Grand Slam | Grass |
| Max Mirnyi | 3-6 6-7(2) | L | H2H | Match data | Jul 8, 1999* | R32 | Newport | ATP World Series → modern equivalent ATP 250 | Grass |
| 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 |
| 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 |
| Sebastien Lareau | 6-7(2) 1-6 | L | H2H | Match data | Aug 4, 1999* | R64 | Canadian Open | Masters 1000 | Hard |
| Jason Stoltenberg | 6-2 6-3 | W | H2H | Match data | Aug 11, 1999* | R64 | Cincinnati Open | Masters 1000 | Hard |
| Todd Martin | 6-4 6-4 | W | H2H | Match data | Aug 12, 1999* | R32 | Cincinnati Open | Masters 1000 | Hard |
| Richard Krajicek | 4-6 2-6 | L | H2H | Match data | Aug 14, 1999* | R16 | Cincinnati Open | Masters 1000 | 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 |
| Wayne Arthurs | 6-4 6-1 | W | H2H | Match data | Aug 19, 1999* | R32 | Washington Open | ATP Championship Series → modern equivalent ATP 500 | 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 |
| Andrea Gaudenzi | 6-1 6-3 6-2 | W | H2H | Match data | Sep 1, 1999* | R128 | 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 |
| Andre Agassi | 1-6 6-4 3-6 4-6 | L | H2H | Match data | Sep 5, 1999* | R32 | US Open | Grand Slam | 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 |
| 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 |
| Wayne Ferreira | 4-6 6-4 4-6 | L | H2H | Match data | Oct 27, 1999* | R64 | Stuttgart Masters | Masters 1000 | Hard |
| Andrei Cherkasov | 6-3 6-3 | W | H2H | Match data | Nov 11, 1999* | R32 | Moscow | ATP World Series → modern equivalent ATP 250 | Carpet |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| Gustavo Kuerten | 5-7 6-3 3-6 | L | H2H | Match data | Mar 15, 2000* | R64 | Indian Wells Open | Masters 1000 | Hard |
| Roger Federer | 5-7 3-6 | L | H2H | Match data | Mar 21, 2000* | R128 | Miami Open | Masters 1000 | Hard |
| Jiri Vanek | 5-7 4-6 | L | H2H | Match data | Apr 13, 2000* | R32 | Atlanta | ATP International Series → modern equivalent ATP 250 | 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 |
| Michel Kratochvil | 4-6 7-6(3) 3-6 1-6 | L | H2H | Match data | May 31, 2000* | R128 | Roland Garros | Grand Slam | Clay |
| 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 |
| 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 |
| 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 |
| 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 |
| Barry Cowan | 6-3 6-4 6-7(5) 6-3 | W | H2H | Match data | Jun 28, 2000* | R128 | 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 |
| Pete Sampras | 6-2 4-6 2-6 2-6 | L | H2H | Match data | Jul 2, 2000* | R32 | Wimbledon | Grand Slam | Grass |
| 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 |
| 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 |
| 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 |
| Paul Goldstein | 3-0 (ret.) | W | H2H | Match data | Jul 29, 2000* | QF | Los Angeles Open | 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 |
| Andrei Pavel | 4-6 1-6 | L | H2H | Match data | Aug 23, 2000* | R64 | Long Island | ATP International Series → modern equivalent ATP 250 | 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 |
| Pete Sampras | 3-6 1-6 3-6 | L | H2H | Match data | Sep 1, 2000* | R64 | US Open | Grand Slam | Hard |
| Jan Siemerink | 6-4 6-3 | W | H2H | Match data | Sep 14, 2000* | R32 | 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 |
| 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 |
| Andrei Pavel | 2-6 2-6 | L | H2H | Match data | Jan 4, 2001* | R32 | Adelaide International | 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 |
| 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 |
| 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 |
| 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 |
| Andreas Vinciguerra | 6-3 2-6 0-6 | L | H2H | Match data | Mar 20, 2001* | R128 | Miami Open | Masters 1000 | Hard |
| 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 |
| 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 |
| Kristian Capalik | 2-6 5-7 | L | H2H | Match data | Jul 12, 2001* | R32 | Newport | ATP International Series → modern equivalent ATP 250 | Grass |
| 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 |
| 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 |
| Ytai Abougzir | 6-0 6-2 | W | H2H | Match data | Aug 27, 2001 | Q1 | 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 |
| Jeff Morrison | 6-4 6-4 | W | H2H | Match data | Aug 28, 2001* | Q3 | 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 |
| Goran Ivanisevic | 3-6 3-6 3-6 | L | H2H | Match data | Aug 31, 2001* | R64 | US Open | Grand Slam | 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 |
| 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 |
| Konstantinos Economidis | 6-2 6-2 | W | H2H | Match data | Jan 14, 2002 | Q1 | Australian Open | Grand Slam | Hard |
| Nicolas Coutelot | 3-6 3-6 | L | H2H | Match data | Jan 15, 2002* | Q2 | Australian Open | Grand Slam | 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 |
| 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 |
| Davide Sanguinetti | 3-6 4-6 | L | H2H | Match data | Feb 28, 2002* | R32 | San Jose | ATP International Series → modern equivalent ATP 250 | Hard |
| Jonathan Marray | 2-6 7-5 6-3 | W | H2H | Match data | Jun 24, 2002 | Q1 | Wimbledon | Grand Slam | Grass |
| Artem Derepasko | 7-5 6-3 | W | H2H | Match data | Jun 25, 2002* | Q2 | Wimbledon | Grand Slam | 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 |
| 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 |
| Jonathan Erlich | 6-4 6-0 | W | H2H | Match data | Jul 12, 2002* | R16 | Newport | ATP International Series → modern equivalent ATP 250 | Grass |
| James Blake | 5-7 5-7 | L | H2H | Match data | Jul 13, 2002* | QF | Newport | ATP International Series → modern equivalent ATP 250 | Grass |
| 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 |
| 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 |
| 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 |
| 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 |
| Andre Agassi | 0-6 1-6 1-6 | L | H2H | Match data | Aug 30, 2002* | R64 | US 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 |
| 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 |
| Paradorn Srichaphan | 7-5 6-2 | W | H2H | Match data | Feb 13, 2003* | R32 | 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 |
| Kenneth Carlsen | 6-3 6-4 | W | H2H | Match data | Feb 15, 2003* | QF | San Jose | ATP International Series → modern equivalent ATP 250 | 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 |
| 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 |
| Karol Beck | 4-6 3-6 | L | H2H | Match data | Feb 27, 2003* | R32 | Copenhagen | 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 |
| 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 |
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.