Match log updated: 2026-05-28 18:14 UTC
Justin Gimelstob — ATP Match Log
Main draw matches: 278 | W: 107 | L: 171 | Win %: 38.5%
18 qualifying matches shown below; qualifying is excluded from main-draw summaries and leaderboards.
| Date ↑ | Tournament | Category | Round | Surface | Opponent | Score | Result | H2H | Match |
|---|---|---|---|---|---|---|---|---|---|
| Aug 30, 1995* | US Open | Grand Slam | R128 | Hard | David Prinosil | 6-4 6-4 4-6 4-6 6-3 | W | H2H | Match data |
| Sep 1, 1995* | US Open | Grand Slam | R64 | Hard | Richard Krajicek | 4-6 2-6 4-6 | L | H2H | Match data |
| Feb 15, 1996* | San Jose | ATP 250 | R32 | Hard | Nicolas Pereira | 6-4 6-2 | W | H2H | Match data |
| Feb 16, 1996* | San Jose | ATP 250 | R16 | Hard | Richey Reneberg | 1-6 4-6 | L | H2H | Match data |
| Mar 7, 1996* | Scottsdale | ATP 250 | R32 | Hard | Karol Kucera | 6-4 6-2 | W | H2H | Match data |
| Mar 8, 1996* | Scottsdale | ATP 250 | R16 | Hard | Jonas Bjorkman | 2-6 7-5 6-2 | W | H2H | Match data |
| Mar 9, 1996* | Scottsdale | ATP 250 | QF | Hard | Wayne Ferreira | 6-2 4-6 5-7 | L | H2H | Match data |
| Mar 19, 1996* | Miami Masters | Masters 1000 | R128 | Hard | Greg Rusedski | 4-6 6-7(5) | L | H2H | Match data |
| Jun 12, 1996* | Queen's Club | ATP 250 | R64 | Grass | Petr Korda | 2-6 7-6(6) 2-6 | L | H2H | Match data |
| Jul 11, 1996* | Newport | ATP 250 | R32 | Grass | Patrick Rafter | 6-7(4) 4-6 | L | H2H | Match data |
| Jul 17, 1996* | Washington | ATP 250 | R64 | Hard | Bryan Shelton | 6-7(2) 3-6 | L | H2H | Match data |
| Aug 1, 1996* | Los Angeles | ATP 250 | R32 | Hard | Jonathan Stark | 6-7(2) 4-6 | L | H2H | Match data |
| Aug 12, 1996 | Indianapolis | ATP 250 | R64 | Hard | Javier Frana | 4-6 4-6 | L | H2H | Match data |
| Oct 17, 1996* | Tel Aviv | ATP 250 | R32 | Hard | Sargis Sargsian | 3-6 1-6 | L | H2H | Match data |
| Jan 15, 1997* | Australian Open | Grand Slam | R128 | Hard | Eyal Ran | 3-6 6-7(4) 6-3 4-6 | L | H2H | Match data |
| Jan 30, 1997* | Shanghai | ATP 250 | R32 | Carpet | Max Mirnyi | 7-6(5) 1-6 6-2 | W | H2H | Match data |
| Jan 31, 1997* | Shanghai | ATP 250 | R16 | Carpet | Gerard Solves | 5-7 6-7(5) | L | H2H | Match data |
| Feb 13, 1997* | San Jose | ATP 250 | R32 | Hard | Michael Joyce | 6-4 6-3 | W | — | Match data |
| Feb 14, 1997* | San Jose | ATP 250 | R16 | Hard | Pete Sampras | 2-6 3-6 | L | H2H | Match data |
| Feb 19, 1997* | Memphis | ATP 250 | R64 | Hard | Jim Grabb | 4-6 6-3 7-6(4) | W | H2H | Match data |
| Feb 20, 1997* | Memphis | ATP 250 | R32 | Hard | Paul Haarhuis | 4-6 3-6 | L | H2H | Match data |
| Feb 27, 1997* | Philadelphia | ATP 250 | R32 | Hard | Michael Joyce | 6-0 6-3 | W | — | Match data |
| Feb 28, 1997* | Philadelphia | ATP 250 | R16 | Hard | Patrick Rafter | 3-6 7-5 5-7 | L | H2H | Match data |
| Mar 12, 1997* | Indian Wells Masters | Masters 1000 | R64 | Hard | Chris Woodruff | 4-6 7-6(7) 3-6 | L | H2H | Match data |
| Mar 18, 1997* | Miami Masters | Masters 1000 | R128 | Hard | Marcelo Charpentier | 6-7(6) 6-3 4-6 | L | H2H | Match data |
| Apr 10, 1997* | Hong Kong | ATP 250 | R32 | Hard | Henrik Holm | 1-6 7-6(1) 6-2 | W | H2H | Match data |
| Apr 11, 1997* | Hong Kong | ATP 250 | R16 | Hard | Neville Godwin | 7-5 6-4 | W | H2H | Match data |
| Apr 12, 1997* | Hong Kong | ATP 250 | QF | Hard | Thomas Johansson | 4-6 4-6 | L | H2H | Match data |
| Apr 16, 1997* | Tokyo | ATP 250 | R64 | Hard | Fernon Wibier | 6-4 7-6(4) | W | H2H | Match data |
| Apr 17, 1997* | Tokyo | ATP 250 | R32 | Hard | Magnus Norman | 4-6 2-6 | L | H2H | Match data |
| Jun 11, 1997* | Queen's Club | ATP 250 | R64 | Grass | Jean-Philippe Fleurian | 3-6 6-7(5) | L | H2H | Match data |
| Jun 19, 1997* | Nottingham | ATP 250 | R32 | Grass | Scott Draper | 4-6 5-7 | L | H2H | Match data |
| Jun 25, 1997* | Wimbledon | Grand Slam | R128 | Grass | Gustavo Kuerten | 6-3 6-4 4-6 1-6 6-4 | W | H2H | Match data |
| Jun 27, 1997* | Wimbledon | Grand Slam | R64 | Grass | Michael Stich | 5-7 1-6 1-6 | L | H2H | Match data |
| Jul 10, 1997* | Newport | ATP 250 | R32 | Grass | Michael Joyce | 0-6 2-6 | L | — | Match data |
| Jul 16, 1997* | Washington | ATP 250 | R64 | Hard | Rainer Schuettler | 3-6 3-6 | L | H2H | Match data |
| Jul 24, 1997* | Los Angeles | ATP 250 | R32 | Hard | Andre Agassi | 7-5 6-2 | W | H2H | Match data |
| Jul 25, 1997* | Los Angeles | ATP 250 | R16 | Hard | Byron Black | 2-6 6-7(1) | L | H2H | Match data |
| Jul 30, 1997* | Canada Masters | Masters 1000 | R64 | Hard | Petr Korda | 6-4 6-4 | W | H2H | Match data |
| Jul 31, 1997* | Canada Masters | Masters 1000 | R32 | Hard | Scott Draper | 6-3 6-1 | W | H2H | Match data |
| Aug 2, 1997* | Canada Masters | Masters 1000 | R16 | Hard | Richard Krajicek | 2-6 4-6 | L | H2H | Match data |
| Aug 6, 1997* | Cincinnati Masters | Masters 1000 | R64 | Hard | Byron Black | 6-3 6-4 | W | H2H | Match data |
| Aug 7, 1997* | Cincinnati Masters | Masters 1000 | R32 | Hard | Pete Sampras | 2-6 4-6 | L | H2H | Match data |
| Aug 11, 1997 | Indianapolis | ATP 250 | R64 | Hard | Chris Woodruff | 6-3 4-6 1-6 | L | H2H | Match data |
| Aug 27, 1997* | US Open | Grand Slam | R128 | Hard | Daniel Nestor | 7-6(7) 6-7(3) 6-3 6-2 | W | H2H | Match data |
| Aug 29, 1997* | US Open | Grand Slam | R64 | Hard | Magnus Gustafsson | 6-3 3-6 7-6(4) 4-6 6-1 | W | H2H | Match data |
| Aug 31, 1997* | US Open | Grand Slam | R32 | Hard | Wayne Ferreira | 7-5 6-7(3) 3-6 0-6 | L | H2H | Match data |
| Sep 25, 1997* | Toulouse | ATP 250 | R32 | Hard | Martin Sinner | 7-6(5) 7-6(4) | W | H2H | Match data |
| Sep 26, 1997* | Toulouse | ATP 250 | R16 | Hard | Jan Siemerink | 3-6 7-6(7) 6-0 | W | H2H | Match data |
| Sep 27, 1997* | Toulouse | ATP 250 | QF | Hard | Vincent Spadea | 3-6 6-7(4) | L | H2H | Match data |
| Oct 2, 1997* | Beijing | ATP 250 | R32 | Hard | Michael Tebbutt | 4-6 6-3 6-4 | W | H2H | Match data |
| Oct 3, 1997* | Beijing | ATP 250 | R16 | Hard | Byron Black | 6-3 5-7 4-6 | L | H2H | Match data |
| Oct 9, 1997* | Singapore | ATP 250 | R32 | Carpet | Marcelo Rios | 2-6 4-6 | L | H2H | Match data |
| Nov 6, 1997* | Moscow | ATP 250 | R32 | Carpet | Daniel Nestor | 6-4 2-6 4-6 | L | H2H | Match data |
| Jan 21, 1998* | Australian Open | Grand Slam | R128 | Hard | Steve Campbell | 6-3 3-6 6-3 3-6 4-6 | L | H2H | Match data |
| Feb 12, 1998* | San Jose | ATP 250 | R32 | Hard | Gustavo Kuerten | 6-7(5) 6-4 1-6 | L | H2H | Match data |
| Apr 23, 1998* | Orlando | ATP 250 | R32 | Clay | Jason Stoltenberg | 3-6 6-3 6-4 | W | H2H | Match data |
| Apr 24, 1998* | Orlando | ATP 250 | R16 | Clay | Andrei Pavel | 6-7(5) 2-6 | L | H2H | Match data |
| May 7, 1998* | Coral Springs | ATP 250 | R32 | Clay | Grant Stafford | 6-2 6-4 | W | H2H | Match data |
| May 8, 1998* | Coral Springs | ATP 250 | R16 | Clay | Wayne Black | 6-1 6-2 | W | H2H | Match data |
| May 9, 1998* | Coral Springs | ATP 250 | QF | Clay | Xavier Malisse | 6-3 4-6 6-3 | W | H2H | Match data |
| May 9, 1998* | Coral Springs | ATP 250 | SF | Clay | Andrew Ilie | 6-4 1-6 4-6 | L | H2H | Match data |
| Jun 10, 1998* | Queen's Club | ATP 250 | R64 | Grass | Mark Woodforde | 7-5 3-6 2-6 | L | H2H | Match data |
| Jun 18, 1998* | Nottingham | ATP 250 | R32 | Grass | Scott Draper | 3-6 6-4 6-7(4) | L | H2H | Match data |
| Jun 24, 1998* | Wimbledon | Grand Slam | R128 | Grass | Alex Corretja | 7-6(3) 6-2 6-3 | W | H2H | Match data |
| Jun 26, 1998* | Wimbledon | Grand Slam | R64 | Grass | Mark Woodforde | 6-2 1-6 4-6 4-6 | L | H2H | Match data |
| Jul 9, 1998* | Newport | ATP 250 | R32 | Grass | Alex Obrien | 4-6 6-4 7-5 | W | — | Match data |
| Jul 10, 1998* | Newport | ATP 250 | R16 | Grass | Jeff Tarango | 3-6 6-1 7-6(4) | W | H2H | Match data |
| Jul 11, 1998* | Newport | ATP 250 | QF | Grass | Neville Godwin | 7-6(2) 6-7(6) 3-6 | L | H2H | Match data |
| Jul 22, 1998* | Washington | ATP 250 | R64 | Hard | Lleyton Hewitt | 6-3 2-6 6-2 | W | H2H | Match data |
| Jul 23, 1998* | Washington | ATP 250 | R32 | Hard | Andrew Ilie | 6-7(8) 6-3 6-1 | W | H2H | Match data |
| Jul 24, 1998* | Washington | ATP 250 | R16 | Hard | Jim Courier | 3-6 4-6 | L | H2H | Match data |
| Jul 30, 1998* | Los Angeles | ATP 250 | R32 | Hard | Daniel Vacek | 6-4 6-0 | W | H2H | Match data |
| Jul 31, 1998* | Los Angeles | ATP 250 | R16 | Hard | Vincent Spadea | 6-3 3-0 (ret.) | W | H2H | Match data |
| Aug 1, 1998* | Los Angeles | ATP 250 | QF | Hard | Patrick Rafter | 6-4 6-3 | W | H2H | Match data |
| Aug 1, 1998* | Los Angeles | ATP 250 | SF | Hard | Andre Agassi | 0-6 6-7(2) | L | H2H | Match data |
| Aug 12, 1998* | Cincinnati Masters | Masters 1000 | R64 | Hard | Vincent Spadea | 6-3 6-7(8) 2-6 | L | H2H | Match data |
| Aug 19, 1998* | New Haven | ATP 250 | R64 | Hard | Guillaume Raoux | 6-7(5) 4-6 | L | H2H | Match data |
| Sep 2, 1998* | US Open | Grand Slam | R128 | Hard | Wayne Black | 6-3 5-7 3-2 (ret.) | L | H2H | Match data |
| Oct 8, 1998* | Shanghai | ATP 250 | R32 | Carpet | Dennis van Scheppingen | 6-3 6-2 | W | H2H | Match data |
| Oct 9, 1998* | Shanghai | ATP 250 | R16 | Carpet | Goran Ivanisevic | 1-6 4-6 | L | H2H | Match data |
| Oct 15, 1998* | Singapore | ATP 250 | R32 | Carpet | Ramon Delgado | 6-4 6-4 | W | H2H | Match data |
| Oct 16, 1998* | Singapore | ATP 250 | R16 | Carpet | Lleyton Hewitt | 7-6(6) 2-6 6-7(4) | L | H2H | Match data |
| Jan 7, 1999* | Adelaide | ATP 250 | R32 | Hard | Scott Draper | 6-3 6-7(6) 3-6 | L | H2H | Match data |
| Jan 20, 1999* | Australian Open | Grand Slam | R128 | Hard | Rainer Schuettler | 6-2 7-6(4) 6-1 | W | H2H | Match data |
| Jan 22, 1999* | Australian Open | Grand Slam | R64 | Hard | Mikael Tillstrom | 3-6 4-6 1-6 | L | H2H | Match data |
| Feb 4, 1999* | Marseille | ATP 250 | R32 | Hard | Arnaud Di Pasquale | 6-4 1-6 4-6 | L | — | Match data |
| Feb 11, 1999* | San Jose | ATP 250 | R32 | Hard | Jan-Michael Gambill | 6-3 7-6(6) | W | H2H | Match data |
| Feb 12, 1999* | San Jose | ATP 250 | R16 | Hard | Chris Woodruff | 6-4 7-6(3) | W | H2H | Match data |
| Feb 13, 1999* | San Jose | ATP 250 | QF | Hard | Mark Philippoussis | 2-6 6-3 6-7(0) | L | H2H | Match data |
| Feb 17, 1999* | Memphis | ATP 250 | R64 | Hard | Daniel Nestor | 4-6 3-6 | L | H2H | Match data |
| Mar 4, 1999* | Scottsdale | ATP 250 | R32 | Hard | Thomas Muster | 6-4 7-5 | W | H2H | Match data |
| Mar 5, 1999* | Scottsdale | ATP 250 | R16 | Hard | Fernando Vicente | 7-6(5) 6-2 | W | H2H | Match data |
| Mar 6, 1999* | Scottsdale | ATP 250 | QF | Hard | Jan-Michael Gambill | 6-4 4-6 1-6 | L | H2H | Match data |
| Mar 10, 1999* | Indian Wells Masters | Masters 1000 | R64 | Hard | Nicolas Escude | 2-6 6-1 6-1 | W | H2H | Match data |
| Mar 11, 1999* | Indian Wells Masters | Masters 1000 | R32 | Hard | Marat Safin | 2-6 6-7(4) | L | H2H | Match data |
| Mar 16, 1999* | Miami Masters | Masters 1000 | R128 | Hard | Andrei Medvedev | 1-6 0-6 | L | H2H | Match data |
| Apr 22, 1999* | Orlando | ATP 250 | R32 | Clay | Jason Stoltenberg | 0-6 7-6(5) 4-6 | L | H2H | Match data |
| Apr 29, 1999* | Atlanta | ATP 250 | R32 | Clay | Jan-Michael Gambill | 6-0 6-4 | W | H2H | Match data |
| Apr 30, 1999* | Atlanta | ATP 250 | R16 | Clay | Jim Courier | 1-6 6-7(5) | L | H2H | Match data |
| May 6, 1999* | Delray Beach | ATP 250 | R32 | Clay | Petr Korda | 6-4 6-2 | W | H2H | Match data |
| May 7, 1999* | Delray Beach | ATP 250 | R16 | Clay | Hernan Gumy | 6-7(2) 6-7(2) | L | H2H | Match data |
| May 20, 1999* | St. Poelten | ATP 250 | R32 | Clay | Mariano Zabaleta | 4-6 5-7 | L | H2H | Match data |
| May 26, 1999* | Roland Garros | Grand Slam | R128 | Clay | Fernando Meligeni | 3-6 3-6 3-6 | L | H2H | Match data |
| Jun 10, 1999* | Halle | ATP 250 | R32 | Grass | Jonathan Stark | 6-3 6-4 | W | H2H | Match data |
| Jun 11, 1999* | Halle | ATP 250 | R16 | Grass | Nicklas Kulti | 4-6 4-6 | L | H2H | Match data |
| Jun 17, 1999* | Nottingham | ATP 250 | R32 | Grass | Jerome Golmard | 4-6 7-6(5) 6-7(5) | L | H2H | Match data |
| Jun 23, 1999* | Wimbledon | Grand Slam | R128 | Grass | Jens Knippschild | 3-6 6-2 7-5 2-6 7-9 | L | H2H | Match data |
| Jul 8, 1999* | Newport | ATP 250 | R32 | Grass | Max Mirnyi | 3-6 6-7(2) | L | H2H | Match data |
| Jul 29, 1999* | Los Angeles | ATP 250 | R32 | Hard | Taylor Dent | 6-2 6-2 | W | H2H | Match data |
| Jul 30, 1999* | Los Angeles | ATP 250 | R16 | Hard | Wayne Ferreira | 7-5 5-7 2-6 | L | H2H | Match data |
| Aug 4, 1999* | Canada Masters | Masters 1000 | R64 | Hard | Sebastien Lareau | 6-7(2) 1-6 | L | H2H | Match data |
| Aug 11, 1999* | Cincinnati Masters | Masters 1000 | R64 | Hard | Jason Stoltenberg | 6-2 6-3 | W | H2H | Match data |
| Aug 12, 1999* | Cincinnati Masters | Masters 1000 | R32 | Hard | Todd Martin | 6-4 6-4 | W | H2H | Match data |
| Aug 14, 1999* | Cincinnati Masters | Masters 1000 | R16 | Hard | Richard Krajicek | 4-6 2-6 | L | H2H | Match data |
| Aug 18, 1999* | Washington | ATP 250 | R64 | Hard | Richard Fromberg | 6-4 2-6 7-6(4) | W | H2H | Match data |
| Aug 19, 1999* | Washington | ATP 250 | R32 | Hard | Wayne Arthurs | 6-4 6-1 | W | H2H | Match data |
| Aug 20, 1999* | Washington | ATP 250 | R16 | Hard | Yevgeny Kafelnikov | 5-7 4-6 | L | H2H | Match data |
| Sep 1, 1999* | US Open | Grand Slam | R128 | Hard | Andrea Gaudenzi | 6-1 6-3 6-2 | W | H2H | Match data |
| Sep 3, 1999* | US Open | Grand Slam | R64 | Hard | Daniel Vacek | 6-2 3-6 2-6 6-4 6-3 | W | H2H | Match data |
| Sep 5, 1999* | US Open | Grand Slam | R32 | Hard | Andre Agassi | 1-6 6-4 3-6 4-6 | L | H2H | Match data |
| Oct 7, 1999* | Shanghai | ATP 250 | R32 | Hard | Ivan Ljubicic | 6-7(1) 3-6 | L | H2H | Match data |
| Oct 14, 1999* | Singapore | ATP 250 | R32 | Hard | Jan-Michael Gambill | 6-7(2) 4-6 | L | H2H | Match data |
| Oct 27, 1999* | Stuttgart Masters | Masters 1000 | R64 | Hard | Wayne Ferreira | 4-6 6-4 4-6 | L | H2H | Match data |
| Nov 11, 1999* | Moscow | ATP 250 | R32 | Carpet | Andrei Cherkasov | 6-3 6-3 | W | H2H | Match data |
| Nov 12, 1999* | Moscow | ATP 250 | R16 | Carpet | Fabrice Santoro | 7-5 1-6 6-7(6) | L | H2H | Match data |
| Feb 10, 2000* | San Jose | ATP 250 | R32 | Hard | Jan-Michael Gambill | 7-6(2) 6-2 | W | H2H | Match data |
| Feb 11, 2000* | San Jose | ATP 250 | R16 | Hard | Tomas Zib | 6-4 7-6(4) | W | H2H | Match data |
| Feb 12, 2000* | San Jose | ATP 250 | QF | Hard | Mark Philippoussis | 6-7(5) 4-6 | L | H2H | Match data |
| Feb 16, 2000* | Memphis | ATP 250 | R64 | Hard | Martin Rodriguez | 6-7(4) 6-7(3) | L | H2H | Match data |
| Mar 2, 2000* | Delray Beach | ATP 250 | R32 | Hard | Karim Alami | 6-4 2-6 7-6(2) | W | H2H | Match data |
| Mar 3, 2000* | Delray Beach | ATP 250 | R16 | Hard | Cecil Mamiit | 1-6 7-6(3) 6-4 | W | H2H | Match data |
| Mar 4, 2000* | Delray Beach | ATP 250 | QF | Hard | Richard Fromberg | 6-4 6-7(3) 2-6 | L | H2H | Match data |
| Mar 15, 2000* | Indian Wells Masters | Masters 1000 | R64 | Hard | Gustavo Kuerten | 5-7 6-3 3-6 | L | H2H | Match data |
| Mar 21, 2000* | Miami Masters | Masters 1000 | R128 | Hard | Roger Federer | 5-7 3-6 | L | H2H | Match data |
| Apr 13, 2000* | Atlanta | ATP 250 | R32 | Clay | Jiri Vanek | 5-7 4-6 | L | H2H | Match data |
| May 4, 2000* | Orlando | ATP 250 | R32 | Clay | Jan Siemerink | 6-4 2-6 5-7 | L | H2H | Match data |
| May 31, 2000* | Roland Garros | Grand Slam | R128 | Clay | Michel Kratochvil | 4-6 7-6(3) 3-6 1-6 | L | H2H | Match data |
| Jun 14, 2000* | Queen's Club | ATP 250 | R64 | Grass | Vincent Spadea | 2-6 6-4 6-1 | W | H2H | Match data |
| Jun 15, 2000* | Queen's Club | ATP 250 | R32 | Grass | Fabrice Santoro | 4-6 6-4 6-0 | W | H2H | Match data |
| Jun 16, 2000* | Queen's Club | ATP 250 | R16 | Grass | Cedric Pioline | 4-6 5-7 | L | H2H | Match data |
| Jun 22, 2000* | Nottingham | ATP 250 | R32 | Grass | Wayne Ferreira | 5-7 7-6(6) 3-6 | L | H2H | Match data |
| Jun 28, 2000* | Wimbledon | Grand Slam | R128 | Grass | Barry Cowan | 6-3 6-4 6-7(5) 6-3 | W | H2H | Match data |
| Jun 30, 2000* | Wimbledon | Grand Slam | R64 | Grass | Michael Llodra | 7-6(3) 6-3 6-4 | W | H2H | Match data |
| Jul 2, 2000* | Wimbledon | Grand Slam | R32 | Grass | Pete Sampras | 6-2 4-6 2-6 2-6 | L | H2H | Match data |
| Jul 13, 2000* | Newport | ATP 250 | R32 | Grass | Tuomas Ketola | 6-7(4) 6-2 3-6 | L | H2H | Match data |
| Jul 27, 2000* | Los Angeles | ATP 250 | R32 | Hard | James Sekulov | 6-3 6-3 | W | H2H | Match data |
| Jul 28, 2000* | Los Angeles | ATP 250 | R16 | Hard | Mark Philippoussis | 3-6 7-6(5) 7-6(3) | W | H2H | Match data |
| Jul 29, 2000* | Los Angeles | ATP 250 | QF | Hard | Paul Goldstein | 3-0 (ret.) | W | H2H | Match data |
| Jul 29, 2000* | Los Angeles | ATP 250 | SF | Hard | Michael Chang | 6-3 3-6 0-6 | L | H2H | Match data |
| Aug 23, 2000* | Long Island | ATP 250 | R64 | Hard | Andrei Pavel | 4-6 1-6 | L | H2H | Match data |
| Aug 30, 2000* | US Open | Grand Slam | R128 | Hard | Christophe Rochus | 3-6 6-3 6-4 7-6(4) | W | H2H | Match data |
| Sep 1, 2000* | US Open | Grand Slam | R64 | Hard | Pete Sampras | 3-6 1-6 3-6 | L | H2H | Match data |
| Sep 14, 2000* | Tashkent | ATP 250 | R32 | Hard | Jan Siemerink | 6-4 6-3 | W | H2H | Match data |
| Sep 15, 2000* | Tashkent | ATP 250 | R16 | Hard | Harel Levy | 6-4 6-3 | W | H2H | Match data |
| Sep 16, 2000* | Tashkent | ATP 250 | QF | Hard | Davide Sanguinetti | 0-6 7-5 3-6 | L | H2H | Match data |
| Jan 4, 2001* | Adelaide | ATP 250 | R32 | Hard | Andrei Pavel | 2-6 2-6 | L | H2H | Match data |
| Jan 17, 2001* | Australian Open | Grand Slam | R128 | Hard | Christophe Rochus | 6-4 6-3 4-6 0-6 7-9 | L | H2H | Match data |
| Feb 15, 2001* | Marseille | ATP 250 | R32 | Hard | Jean-Rene Lisnard | 6-7(5) 2-6 | L | H2H | Match data |
| Feb 21, 2001* | Memphis | ATP 250 | R64 | Hard | George Bastl | 6-1 6-7(4) 2-6 | L | H2H | Match data |
| Mar 1, 2001* | San Jose | ATP 250 | R32 | Hard | Sargis Sargsian | 1-6 6-7(5) | L | H2H | Match data |
| Mar 20, 2001* | Miami Masters | Masters 1000 | R128 | Hard | Andreas Vinciguerra | 6-3 2-6 0-6 | L | H2H | Match data |
| Jun 13, 2001* | Queen's Club | ATP 250 | R64 | Grass | Cecil Mamiit | 6-1 7-6(5) | W | H2H | Match data |
| Jun 14, 2001* | Queen's Club | ATP 250 | R32 | Grass | Jan-Michael Gambill | 3-6 5-7 | L | H2H | Match data |
| Jul 12, 2001* | Newport | ATP 250 | R32 | Grass | Kristian Capalik | 2-6 5-7 | L | H2H | Match data |
| Jul 26, 2001* | Los Angeles | ATP 250 | R32 | Hard | Xavier Malisse | 4-6 5-7 | L | H2H | Match data |
| Aug 15, 2001* | Washington | ATP 250 | R64 | Hard | Cecil Mamiit | 3-6 2-6 | L | H2H | Match data |
| Aug 27, 2001 | US Open | Grand Slam | Q1 | Hard | Ytai Abougzir | 6-0 6-2 | W | H2H | Match data |
| Aug 28, 2001* | US Open | Grand Slam | Q2 | Hard | Nicolas Thomann | 1-6 6-3 6-4 | W | H2H | Match data |
| Aug 28, 2001* | US Open | Grand Slam | Q3 | Hard | Jeff Morrison | 6-4 6-4 | W | H2H | Match data |
| Aug 29, 2001* | US Open | Grand Slam | R128 | Hard | Michal Tabara | 6-4 3-6 4-6 6-4 6-2 | W | H2H | Match data |
| Aug 31, 2001* | US Open | Grand Slam | R64 | Hard | Goran Ivanisevic | 3-6 3-6 3-6 | L | H2H | Match data |
| Sep 20, 2001* | Shanghai | ATP 250 | R32 | Hard | Paradorn Srichaphan | 7-6(6) 3-6 6-4 | W | H2H | Match data |
| Sep 21, 2001* | Shanghai | ATP 250 | R16 | Hard | Irakli Labadze | 7-6(2) 6-7(3) 2-6 | L | H2H | Match data |
| Jan 14, 2002 | Australian Open | Grand Slam | Q1 | Hard | Konstantinos Economidis | 6-2 6-2 | W | H2H | Match data |
| Jan 15, 2002* | Australian Open | Grand Slam | Q2 | Hard | Nicolas Coutelot | 3-6 3-6 | L | H2H | Match data |
| Feb 21, 2002* | Memphis | ATP 250 | R32 | Hard | Mardy Fish | 6-3 7-6(4) | W | H2H | Match data |
| Feb 22, 2002* | Memphis | ATP 250 | R16 | Hard | Tommy Haas | 6-7(7) 2-6 | L | H2H | Match data |
| Feb 28, 2002* | San Jose | ATP 250 | R32 | Hard | Davide Sanguinetti | 3-6 4-6 | L | H2H | Match data |
| Jun 24, 2002 | Wimbledon | Grand Slam | Q1 | Grass | Jonathan Marray | 2-6 7-5 6-3 | W | H2H | Match data |
| Jun 25, 2002* | Wimbledon | Grand Slam | Q2 | Grass | Artem Derepasko | 7-5 6-3 | W | H2H | Match data |
| Jun 25, 2002* | Wimbledon | Grand Slam | Q3 | Grass | Nicolas Thomann | 4-6 6-4 7-5 3-6 12-14 | L | H2H | Match data |
| Jul 11, 2002* | Newport | ATP 250 | R32 | Grass | Ben Ellwood | 6-2 0-6 6-3 | W | H2H | Match data |
| Jul 12, 2002* | Newport | ATP 250 | R16 | Grass | Jonathan Erlich | 6-4 6-0 | W | H2H | Match data |
| Jul 13, 2002* | Newport | ATP 250 | QF | Grass | James Blake | 5-7 5-7 | L | H2H | Match data |
| Jul 25, 2002* | Los Angeles | ATP 250 | R32 | Hard | Nicolas Kiefer | 5-7 1-6 | L | H2H | Match data |
| Aug 14, 2002* | Washington | ATP 250 | R64 | Hard | Kenneth Carlsen | 6-3 6-3 | W | H2H | Match data |
| Aug 15, 2002* | Washington | ATP 250 | R32 | Hard | Andy Roddick | 2-6 2-6 | L | H2H | Match data |
| Aug 28, 2002* | US Open | Grand Slam | R128 | Hard | Edwin Kempes | 6-4 3-6 6-3 6-7(4) 6-3 | W | H2H | Match data |
| Aug 30, 2002* | US Open | Grand Slam | R64 | Hard | Andre Agassi | 0-6 1-6 1-6 | L | H2H | Match data |
| Jan 2, 2003* | Chennai | ATP 250 | R32 | Hard | Karol Kucera | 6-3 6-7(3) 3-6 | L | H2H | Match data |
| Jan 15, 2003* | Australian Open | Grand Slam | R128 | Hard | Younes El Aynaoui | 6-2 6-4 4-6 0-1 (ret.) | L | H2H | Match data |
| Feb 13, 2003* | San Jose | ATP 250 | R32 | Hard | Paradorn Srichaphan | 7-5 6-2 | W | H2H | Match data |
| Feb 14, 2003* | San Jose | ATP 250 | R16 | Hard | Zack Fleishman | 6-1 6-4 | W | H2H | Match data |
| Feb 15, 2003* | San Jose | ATP 250 | QF | Hard | Kenneth Carlsen | 6-3 6-4 | W | H2H | Match data |
| Feb 15, 2003* | San Jose | ATP 250 | SF | Hard | Davide Sanguinetti | 4-6 7-6(2) 3-6 | L | H2H | Match data |
| Feb 20, 2003* | Memphis | ATP 250 | R32 | Hard | Hyung-Taik Lee | 3-6 4-6 | L | H2H | Match data |
| Feb 27, 2003* | Copenhagen | ATP 250 | R32 | Hard | Karol Beck | 4-6 3-6 | L | H2H | Match data |
| Mar 6, 2003* | Delray Beach | ATP 250 | R32 | Hard | Alex Bogomolov Jr | 6-4 6-0 | W | — | Match data |
| Mar 7, 2003* | Delray Beach | ATP 250 | R16 | Hard | Jan-Michael Gambill | 5-7 5-7 | L | H2H | Match data |