Match log updated: 2026-08-30 18:41 UTC
Byron Black — ATP Match Log
Main draw matches: 470 | W: 240 | L: 230 | Win %: 51.1%
| Opponent | Score | Result | H2H | Match Data | Date ↑ | Round | Tournament | Category | Surface |
|---|---|---|---|---|---|---|---|---|---|
| Martin Damm Sr | 7-6(3) 6-3 | W | — | Match data | Apr 28, 1996* | F | Seoul | World Series → modern equivalent ATP 250 | Hard |
| Thomas Enqvist | 2-6 1-6 | L | H2H | Match data | May 15, 1996* | R64 | Italian Open | Masters 1000 | Clay |
| Wolfgang Schranz | 7-6(2) 6-1 | W | H2H | Match data | May 23, 1996* | R32 | St. Poelten | World Series → modern equivalent ATP 250 | Clay |
| Stefan Edberg | 4-6 5-7 | L | H2H | Match data | May 24, 1996* | R16 | St. Poelten | World Series → modern equivalent ATP 250 | Clay |
| Scott Draper | 5-7 3-6 0-6 | L | H2H | Match data | May 29, 1996* | R128 | Roland Garros | Grand Slam | Clay |
| Sjeng Schalken | 3-6 6-7(1) | L | H2H | Match data | Jun 13, 1996* | R32 | Libéma Open | World Series → modern equivalent ATP 250 | Grass |
| David Prinosil | 6-3 6-7(5) 6-4 | W | H2H | Match data | Jun 20, 1996* | R32 | Halle Open | World Series → modern equivalent ATP 250 | Grass |
| Yevgeny Kafelnikov | 3-6 4-6 | L | H2H | Match data | Jun 21, 1996* | R16 | Halle Open | World Series → modern equivalent ATP 250 | Grass |
| Kris Goossens | 5-7 6-1 6-2 6-3 | W | H2H | Match data | Jun 26, 1996* | R128 | Wimbledon | Grand Slam | Grass |
| Karol Kucera | 6-4 1-6 7-5 3-6 3-6 | L | H2H | Match data | Jun 28, 1996* | R64 | Wimbledon | Grand Slam | Grass |
| Jacco Eltingh | 6-4 3-6 6-3 | W | H2H | Match data | Jul 11, 1996* | R32 | Newport | World Series → modern equivalent ATP 250 | Grass |
| Robbie Koenig | 6-3 5-7 6-2 | W | H2H | Match data | Jul 12, 1996* | R16 | Newport | World Series → modern equivalent ATP 250 | Grass |
| Leander Paes | 1-6 6-3 4-6 | L | H2H | Match data | Jul 13, 1996* | QF | Newport | World Series → modern equivalent ATP 250 | Grass |
| Chuck Adams | 5-7 6-4 6-4 | W | H2H | Match data | Jul 17, 1996* | R64 | Washington Open | Championship Series → modern equivalent ATP 500 | Hard |
| Karol Kucera | 2-6 0-6 | L | H2H | Match data | Jul 18, 1996* | R32 | Washington Open | Championship Series → modern equivalent ATP 500 | Hard |
| Guillaume Raoux | 6-3 3-6 6-2 | W | H2H | Match data | Jul 26, 1996* | R64 | Atlanta Olympics | Olympics | Hard |
| Wayne Ferreira | 2-6 5-7 | L | H2H | Match data | Jul 28, 1996* | R32 | Atlanta Olympics | Olympics | Hard |
| Thomas Enqvist | 1-6 2-6 | L | H2H | Match data | Aug 7, 1996* | R64 | Cincinnati Open | Masters 1000 | Hard |
| Pat Cash | 7-6(5) 6-4 | W | H2H | Match data | Aug 14, 1996* | R64 | New Haven | Championship Series → modern equivalent ATP 500 | Hard |
| Lars Burgsmuller | 4-6 5-7 | L | H2H | Match data | Aug 15, 1996* | R32 | New Haven | Championship Series → modern equivalent ATP 500 | Hard |
| Jakob Hlasek | 7-6(4) 3-1 (ret.) | W | H2H | Match data | Aug 21, 1996* | R64 | Canadian Open | Masters 1000 | Hard |
| Alex Obrien | 6-7(2) 2-6 | L | — | Match data | Aug 22, 1996* | R32 | Canadian Open | Masters 1000 | Hard |
| Alex Corretja | 6-7(6) 6-3 2-6 2-6 | L | H2H | Match data | Aug 28, 1996* | R128 | US Open | Grand Slam | Hard |
| Michael Joyce | 7-6(2) 6-4 | W | — | Match data | Oct 3, 1996* | R32 | Brisbane International | World Series → modern equivalent ATP 250 | Carpet |
| Thomas Johansson | 0-6 6-7(7) | L | H2H | Match data | Oct 4, 1996* | R16 | Brisbane International | World Series → modern equivalent ATP 250 | Carpet |
| Michael Joyce | 7-6(9) 4-6 7-6(3) | W | — | Match data | Oct 10, 1996* | R32 | China Open | World Series → modern equivalent ATP 250 | Carpet |
| Dennis van Scheppingen | 6-1 6-3 | W | H2H | Match data | Oct 11, 1996* | R16 | China Open | World Series → modern equivalent ATP 250 | Carpet |
| Sjeng Schalken | 7-6(3) 6-4 | W | H2H | Match data | Oct 12, 1996* | QF | China Open | World Series → modern equivalent ATP 250 | Carpet |
| Greg Rusedski | 2-6 2-6 | L | H2H | Match data | Oct 12, 1996* | SF | China Open | World Series → modern equivalent ATP 250 | Carpet |
| Jason Stoltenberg | 7-6(3) 4-6 6-1 | W | H2H | Match data | Oct 30, 1996* | R64 | Paris Masters | Masters 1000 | Carpet |
| Felix Mantilla | 1-6 7-5 2-6 | L | H2H | Match data | Oct 31, 1996* | R32 | Paris Masters | Masters 1000 | Carpet |
| Tim Henman | 6-2 3-6 6-4 | W | H2H | Match data | Nov 7, 1996* | R32 | Moscow | World Series → modern equivalent ATP 250 | Carpet |
| Marc Rosset | 7-6(3) 5-7 6-2 | W | H2H | Match data | Nov 8, 1996* | R16 | Moscow | World Series → modern equivalent ATP 250 | Carpet |
| Yevgeny Kafelnikov | 6-7(2) 2-6 | L | H2H | Match data | Nov 9, 1996* | QF | Moscow | World Series → modern equivalent ATP 250 | Carpet |
| Kenneth Carlsen | 6-4 6-3 | W | H2H | Match data | Jan 2, 1997* | R32 | Adelaide International | World Series → modern equivalent ATP 250 | Hard |
| Mikael Tillstrom | (w/o) | L | H2H | Match data | Jan 3, 1997* | R16 | Adelaide International | World Series → modern equivalent ATP 250 | Hard |
| Sargis Sargsian | 6-2 6-1 | W | H2H | Match data | Jan 9, 1997* | R32 | Sydney International | World Series → modern equivalent ATP 250 | Hard |
| Todd Woodbridge | (w/o) | W | H2H | Match data | Jan 10, 1997* | R16 | Sydney International | World Series → modern equivalent ATP 250 | Hard |
| Albert Costa | 4-6 2-6 | L | H2H | Match data | Jan 11, 1997* | QF | Sydney International | World Series → modern equivalent ATP 250 | Hard |
| Dennis van Scheppingen | 6-7(5) 6-7(3) 4-6 | L | H2H | Match data | Jan 15, 1997* | R128 | Australian Open | Grand Slam | Hard |
| Gustavo Kuerten | 2-6 7-6(5) 6-7(4) | L | H2H | Match data | Feb 19, 1997* | R64 | Memphis | Championship Series → modern equivalent ATP 500 | Hard |
| Richard Fromberg | 6-4 6-3 | W | H2H | Match data | Feb 27, 1997* | R32 | Philadelphia | Championship Series → modern equivalent ATP 500 | Hard |
| Todd Woodbridge | 6-2 6-0 | W | H2H | Match data | Feb 28, 1997* | R16 | Philadelphia | Championship Series → modern equivalent ATP 500 | Hard |
| Patrick Rafter | 3-6 6-1 1-6 | L | H2H | Match data | Mar 1, 1997* | QF | Philadelphia | Championship Series → modern equivalent ATP 500 | Hard |
| Marcelo Rios | 6-1 4-6 7-6(5) | W | H2H | Match data | Mar 6, 1997* | R32 | Scottsdale | World Series → modern equivalent ATP 250 | Hard |
| Sandon Stolle | 6-4 5-7 7-5 | W | H2H | Match data | Mar 7, 1997* | R16 | Scottsdale | World Series → modern equivalent ATP 250 | Hard |
| Mark Philippoussis | 5-7 3-6 | L | H2H | Match data | Mar 8, 1997* | QF | Scottsdale | World Series → modern equivalent ATP 250 | Hard |
| Albert Costa | 6-2 6-2 | W | H2H | Match data | Mar 12, 1997* | R64 | Indian Wells Open | Masters 1000 | Hard |
| Alex Obrien | 3-6 6-1 7-6(3) | W | — | Match data | Mar 13, 1997* | R32 | Indian Wells Open | Masters 1000 | Hard |
| Gustavo Kuerten | 6-3 6-3 | W | H2H | Match data | Mar 15, 1997* | R16 | Indian Wells Open | Masters 1000 | Hard |
| Bohdan Ulihrach | 4-6 2-6 | L | H2H | Match data | Mar 16, 1997* | QF | Indian Wells Open | Masters 1000 | Hard |
| Andrea Gaudenzi | 6-2 6-3 | W | H2H | Match data | Mar 18, 1997* | R128 | Miami Open | Masters 1000 | Hard |
| Goran Ivanisevic | 3-6 3-6 | L | H2H | Match data | Mar 19, 1997* | R64 | Miami Open | Masters 1000 | Hard |
| Johan Van Herck | 6-3 7-6(4) | W | — | Match data | Apr 24, 1997* | R32 | Orlando | World Series → modern equivalent ATP 250 | Clay |
| Dennis van Scheppingen | 7-6(6) 3-6 6-3 | W | H2H | Match data | Apr 25, 1997* | R16 | Orlando | World Series → modern equivalent ATP 250 | Clay |
| Michael Chang | 5-7 3-6 | L | H2H | Match data | Apr 26, 1997* | QF | Orlando | World Series → modern equivalent ATP 250 | Clay |
| Jason Stoltenberg | 6-2 3-6 4-6 | L | H2H | Match data | May 1, 1997* | R32 | Atlanta | World Series → modern equivalent ATP 250 | Clay |
| Marcos Ondruska | 6-3 6-2 | W | H2H | Match data | May 8, 1997* | R32 | Delray Beach Open | World Series → modern equivalent ATP 250 | Clay |
| Steve Campbell | 6-3 4-6 3-6 | L | H2H | Match data | May 9, 1997* | R16 | Delray Beach Open | World Series → modern equivalent ATP 250 | Clay |
| Cedric Pioline | 4-6 3-6 | L | H2H | Match data | May 14, 1997* | R64 | Italian Open | Masters 1000 | Clay |
| Franco Squillari | 1-6 6-3 6-3 6-3 | W | H2H | Match data | May 28, 1997* | R128 | Roland Garros | Grand Slam | Clay |
| Marcelo Rios | 7-6(3) 7-6(0) 4-6 6-7(4) 0-6 | L | H2H | Match data | May 30, 1997* | R64 | Roland Garros | Grand Slam | Clay |
| Nuno Marques | 6-4 7-6(4) | W | H2H | Match data | Jun 11, 1997* | R64 | Queen's Club Championships | World Series → modern equivalent ATP 250 | Grass |
| Todd Woodbridge | 6-0 3-6 6-3 | W | H2H | Match data | Jun 12, 1997* | R32 | Queen's Club Championships | World Series → modern equivalent ATP 250 | Grass |
| Mark Philippoussis | 3-6 3-6 | L | H2H | Match data | Jun 13, 1997* | R16 | Queen's Club Championships | World Series → modern equivalent ATP 250 | Grass |
| Todd Woodbridge | 6-2 2-6 6-2 | W | H2H | Match data | Jun 19, 1997* | R32 | Eastbourne Open | World Series → modern equivalent ATP 250 | Grass |
| Karol Kucera | 5-7 3-6 | L | H2H | Match data | Jun 20, 1997* | R16 | Eastbourne Open | World Series → modern equivalent ATP 250 | Grass |
| Pat Cash | 3-6 7-6(3) 6-4 6-4 | W | H2H | Match data | Jun 25, 1997* | R128 | Wimbledon | Grand Slam | Grass |
| Danny Sapsford | 6-2 7-5 6-2 | W | H2H | Match data | Jun 27, 1997* | R64 | Wimbledon | Grand Slam | Grass |
| Pete Sampras | 1-6 2-6 2-6 | L | H2H | Match data | Jun 29, 1997* | R32 | Wimbledon | Grand Slam | Grass |
| Doug Flach | 6-2 6-0 | W | H2H | Match data | Jul 24, 1997* | R32 | Los Angeles Open | World Series → modern equivalent ATP 250 | Hard |
| Justin Gimelstob | 6-2 7-6(1) | W | H2H | Match data | Jul 25, 1997* | R16 | Los Angeles Open | World Series → modern equivalent ATP 250 | Hard |
| Goran Ivanisevic | 6-7(3) 2-6 | L | H2H | Match data | Jul 26, 1997* | QF | Los Angeles Open | World Series → modern equivalent ATP 250 | Hard |
| Neville Godwin | 6-7(2) 6-4 4-6 | L | H2H | Match data | Jul 30, 1997* | R64 | Canadian Open | Masters 1000 | Hard |
| Justin Gimelstob | 3-6 4-6 | L | H2H | Match data | Aug 6, 1997* | R64 | Cincinnati Open | Masters 1000 | Hard |
| Renzo Furlan | 6-1 6-2 | W | H2H | Match data | Aug 13, 1997* | R64 | New Haven | Championship Series → modern equivalent ATP 500 | Hard |
| Sergi Bruguera | 3-6 2-6 | L | H2H | Match data | Aug 14, 1997* | R32 | New Haven | Championship Series → modern equivalent ATP 500 | Hard |
| Mark Woodforde | 6-7(3) 3-6 2-6 | L | H2H | Match data | Aug 27, 1997* | R128 | US Open | Grand Slam | Hard |
| Martin Damm Sr | 6-4 6-4 | W | — | Match data | Oct 2, 1997* | R32 | China Open | World Series → modern equivalent ATP 250 | Hard |
| Justin Gimelstob | 3-6 7-5 6-4 | W | H2H | Match data | Oct 3, 1997* | R16 | China Open | World Series → modern equivalent ATP 250 | Hard |
| Magnus Gustafsson | 4-6 3-6 | L | H2H | Match data | Oct 4, 1997* | QF | China Open | World Series → modern equivalent ATP 250 | Hard |
| David Wheaton | 6-2 6-4 | W | H2H | Match data | Oct 9, 1997* | R32 | Brisbane International | Championship Series → modern equivalent ATP 500 | Carpet |
| Marcelo Rios | 2-6 7-6(3) 6-7(3) | L | H2H | Match data | Oct 10, 1997* | R16 | Brisbane International | Championship Series → modern equivalent ATP 500 | Carpet |
| Petr Luxa | 6-2 6-2 | W | H2H | Match data | Nov 6, 1997* | R32 | Moscow | World Series → modern equivalent ATP 250 | Carpet |
| Yevgeny Kafelnikov | 4-6 3-6 | L | H2H | Match data | Nov 7, 1997* | R16 | Moscow | World Series → modern equivalent ATP 250 | Carpet |
| Thomas Johansson | 5-7 3-6 | L | H2H | Match data | Jan 8, 1998* | R32 | Adelaide International | ATP World Series → modern equivalent ATP 250 | Hard |
| Andrea Gaudenzi | 6-1 6-3 | W | H2H | Match data | Jan 15, 1998* | R32 | ASB Classic | ATP World Series → modern equivalent ATP 250 | Hard |
| MaliVai Washington | 6-0 6-4 | W | H2H | Match data | Jan 16, 1998* | R16 | ASB Classic | ATP World Series → modern equivalent ATP 250 | Hard |
| Christian Vinck | 6-4 2-6 7-5 | W | H2H | Match data | Jan 17, 1998* | QF | ASB Classic | ATP World Series → modern equivalent ATP 250 | Hard |
| Marcelo Rios | 1-6 3-6 | L | H2H | Match data | Jan 17, 1998* | SF | ASB Classic | ATP World Series → modern equivalent ATP 250 | Hard |
| Felix Mantilla | 6-4 6-0 4-6 6-4 | W | H2H | Match data | Jan 21, 1998* | R128 | Australian Open | Grand Slam | Hard |
| Gianluca Pozzi | 6-2 5-0 (ret.) | W | H2H | Match data | Jan 23, 1998* | R64 | Australian Open | Grand Slam | Hard |
| Steve Campbell | 6-4 6-0 6-2 | W | H2H | Match data | Jan 25, 1998* | R32 | Australian Open | Grand Slam | Hard |
| Jonas Bjorkman | 2-6 1-6 4-6 | L | H2H | Match data | Jan 28, 1998* | R16 | Australian Open | Grand Slam | Hard |
| Jan-Michael Gambill | 7-5 5-7 6-7(7) | L | H2H | Match data | Feb 19, 1998* | R32 | Memphis | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Todd Martin | 4-6 6-7(3) | L | H2H | Match data | Feb 26, 1998* | R32 | Philadelphia | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Ramon Delgado | 6-7(6) 7-5 6-7(5) | L | H2H | Match data | Mar 17, 1998* | R128 | Miami Open | Masters 1000 | Hard |
| Hendrik Dreekmann | 6-7(3) 7-5 6-2 | W | H2H | Match data | Apr 9, 1998* | R32 | Hong Kong Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Christian Vinck | 6-1 6-2 | W | H2H | Match data | Apr 10, 1998* | R16 | Hong Kong Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Gianluca Pozzi | 6-4 6-0 | W | H2H | Match data | Apr 11, 1998* | QF | Hong Kong Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Sebastien Lareau | 6-7(5) 7-5 7-6(4) | W | H2H | Match data | Apr 11, 1998* | SF | Hong Kong Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Kenneth Carlsen | 2-6 0-6 | L | H2H | Match data | Apr 12, 1998* | F | Hong Kong Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Jonathan Stark | 3-6 7-6(2) 6-4 | W | H2H | Match data | Apr 15, 1998* | R64 | Japan Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Lars Burgsmuller | 6-4 6-2 | W | H2H | Match data | Apr 16, 1998* | R32 | Japan Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Cristiano Caratti | 6-3 6-4 | W | H2H | Match data | Apr 17, 1998* | R16 | Japan Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Hendrik Dreekmann | 6-2 6-3 | W | H2H | Match data | Apr 18, 1998* | QF | Japan Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Daniel Vacek | 6-3 7-5 | W | H2H | Match data | Apr 18, 1998* | SF | Japan Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Andrei Pavel | 3-6 4-6 | L | H2H | Match data | Apr 19, 1998* | F | Japan Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Patrick Rafter | 6-3 6-4 | W | H2H | Match data | May 21, 1998* | R32 | St. Poelten | ATP World Series → modern equivalent ATP 250 | Clay |
| Sjeng Schalken | 1-6 4-6 | L | H2H | Match data | May 22, 1998* | R16 | St. Poelten | ATP World Series → modern equivalent ATP 250 | Clay |
| Arnaud Clement | 6-4 6-1 6-2 | W | H2H | Match data | May 27, 1998* | R128 | Roland Garros | Grand Slam | Clay |
| Felix Mantilla | 2-6 2-6 6-7(2) | L | H2H | Match data | May 29, 1998* | R64 | Roland Garros | Grand Slam | Clay |
| Guillermo Canas | 6-2 5-7 6-3 | W | H2H | Match data | Jun 10, 1998* | R64 | Queen's Club Championships | ATP World Series → modern equivalent ATP 250 | Grass |
| Jan-Michael Gambill | 5-7 6-4 6-4 | W | H2H | Match data | Jun 11, 1998* | R32 | Queen's Club Championships | ATP World Series → modern equivalent ATP 250 | Grass |
| Jonas Bjorkman | 6-3 4-6 6-3 | W | H2H | Match data | Jun 12, 1998* | R16 | Queen's Club Championships | ATP World Series → modern equivalent ATP 250 | Grass |
| Brian Macphie | 7-5 6-1 | W | H2H | Match data | Jun 13, 1998* | QF | Queen's Club Championships | ATP World Series → modern equivalent ATP 250 | Grass |
| Laurence Tieleman | 6-3 3-6 2-6 | L | H2H | Match data | Jun 13, 1998* | SF | Queen's Club Championships | ATP World Series → modern equivalent ATP 250 | Grass |
| Nicolas Lapentti | 6-0 6-2 | W | H2H | Match data | Jun 18, 1998* | R32 | Eastbourne Open | ATP World Series → modern equivalent ATP 250 | Grass |
| Guillermo Canas | 7-6(5) 6-4 | W | H2H | Match data | Jun 19, 1998* | R16 | Eastbourne Open | ATP World Series → modern equivalent ATP 250 | Grass |
| Gianluca Pozzi | 7-5 6-2 | W | H2H | Match data | Jun 20, 1998* | QF | Eastbourne Open | ATP World Series → modern equivalent ATP 250 | Grass |
| Sargis Sargsian | 6-4 6-2 | W | H2H | Match data | Jun 20, 1998* | SF | Eastbourne Open | ATP World Series → modern equivalent ATP 250 | Grass |
| Jonas Bjorkman | 3-6 2-6 | L | H2H | Match data | Jun 21, 1998* | F | Eastbourne Open | ATP World Series → modern equivalent ATP 250 | Grass |
| Richard Fromberg | 7-5 3-6 3-6 7-6(7) 6-2 | W | H2H | Match data | Jun 24, 1998* | R128 | Wimbledon | Grand Slam | Grass |
| Jan-Michael Gambill | 7-5 6-4 7-5 | W | H2H | Match data | Jun 26, 1998* | R64 | Wimbledon | Grand Slam | Grass |
| Tim Henman | 4-6 4-6 6-3 5-7 | L | H2H | Match data | Jun 28, 1998* | R32 | Wimbledon | Grand Slam | Grass |
| Grant Stafford | 4-6 6-1 6-0 | W | H2H | Match data | Jul 23, 1998* | R32 | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Scott Draper | 4-6 2-6 | L | H2H | Match data | Jul 24, 1998* | R16 | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Sjeng Schalken | 6-4 7-6(8) | W | H2H | Match data | Jul 30, 1998* | R32 | Los Angeles Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Gianluca Pozzi | 6-3 6-2 | W | H2H | Match data | Jul 31, 1998* | R16 | Los Angeles Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Tim Henman | 7-5 1-6 4-6 | L | H2H | Match data | Aug 1, 1998* | QF | Los Angeles Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Wayne Black | 4-6 0-6 | L | H2H | Match data | Aug 5, 1998* | R64 | Canadian Open | Masters 1000 | Hard |
| Mark Philippoussis | 2-6 3-6 | L | H2H | Match data | Aug 12, 1998* | R64 | Cincinnati Open | Masters 1000 | Hard |
| Ben Ellwood | 6-2 6-2 | W | H2H | Match data | Aug 19, 1998* | R64 | Indianapolis | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Gianluca Pozzi | 7-6(1) 6-4 | W | H2H | Match data | Aug 20, 1998* | R32 | Indianapolis | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Marcelo Rios | 5-7 6-1 7-5 | W | H2H | Match data | Aug 21, 1998* | R16 | Indianapolis | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Ramon Delgado | 1-6 6-2 4-6 | L | H2H | Match data | Aug 22, 1998* | QF | Indianapolis | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Vincent Spadea | 6-4 6-1 6-2 | W | H2H | Match data | Sep 2, 1998* | R128 | US Open | Grand Slam | Hard |
| Fernando Vicente | 7-6(4) 6-1 7-5 | W | H2H | Match data | Sep 4, 1998* | R64 | US Open | Grand Slam | Hard |
| Alex Corretja | 3-6 6-4 2-6 6-7(5) | L | H2H | Match data | Sep 6, 1998* | R32 | US Open | Grand Slam | Hard |
| Jan Siemerink | 6-2 6-2 | W | H2H | Match data | Oct 8, 1998* | R32 | Swiss Indoors | ATP World Series → modern equivalent ATP 250 | Hard |
| Thomas Johansson | 7-6(3) 4-6 5-7 | L | H2H | Match data | Oct 9, 1998* | R16 | Swiss Indoors | ATP World Series → modern equivalent ATP 250 | Hard |
| Patrick Rafter | 3-6 6-7(3) | L | H2H | Match data | Oct 15, 1998* | R32 | Vienna Open | ATP Championship Series → modern equivalent ATP 500 | Carpet |
| Martin Damm Sr | 7-5 2-6 4-6 | L | — | Match data | Oct 22, 1998* | R32 | Ostrava | ATP World Series → modern equivalent ATP 250 | Carpet |
| Nicolas Kiefer | 6-4 6-7(5) 6-7(0) | L | H2H | Match data | Oct 28, 1998* | R64 | Stuttgart Masters | Masters 1000 | Hard |
| Jerome Golmard | 6-7(2) 4-6 | L | H2H | Match data | Nov 4, 1998* | R64 | Paris Masters | Masters 1000 | Carpet |
| Martin Damm Sr | 6-2 6-3 | W | — | Match data | Nov 12, 1998* | R32 | Moscow | ATP World Series → modern equivalent ATP 250 | Carpet |
| Jan Kroslak | 4-6 4-6 | L | H2H | Match data | Nov 13, 1998* | R16 | Moscow | ATP World Series → modern equivalent ATP 250 | Carpet |
| Vincent Spadea | 1-6 7-6(6) 6-2 | W | H2H | Match data | Jan 7, 1999* | R32 | Adelaide International | ATP World Series → modern equivalent ATP 250 | Hard |
| Andrei Pavel | 6-3 6-2 | W | H2H | Match data | Jan 8, 1999* | R16 | Adelaide International | ATP World Series → modern equivalent ATP 250 | Hard |
| Jason Stoltenberg | 3-6 2-6 | L | H2H | Match data | Jan 9, 1999* | QF | Adelaide International | ATP World Series → modern equivalent ATP 250 | Hard |
| Guillaume Raoux | 3-6 3-6 | L | H2H | Match data | Jan 14, 1999* | R32 | ASB Classic | ATP World Series → modern equivalent ATP 250 | Hard |
| Toby Mitchell | 7-6 6-2 6-2 | W | H2H | Match data | Jan 20, 1999* | R128 | Australian Open | Grand Slam | Hard |
| Thomas Enqvist | 6-7(6) 6-7(2) 0-6 | L | H2H | Match data | Jan 22, 1999* | R64 | Australian Open | Grand Slam | Hard |
| Bohdan Ulihrach | 6-1 7-6(7) | W | H2H | Match data | Feb 11, 1999* | R32 | Dubai Tennis Championships | ATP World Series → modern equivalent ATP 250 | Hard |
| Felix Mantilla | 6-7(1) 3-6 | L | H2H | Match data | Feb 12, 1999* | R16 | Dubai Tennis Championships | ATP World Series → modern equivalent ATP 250 | Hard |
| Karol Kucera | 1-6 1-6 | L | H2H | Match data | Feb 18, 1999* | R32 | ABN AMRO Open | ATP Championship Series → modern equivalent ATP 500 | Carpet |
| Karim Alami | 6-1 1-6 7-6(4) | W | H2H | Match data | Feb 25, 1999* | R32 | London | ATP Championship Series → modern equivalent ATP 500 | Carpet |
| Yevgeny Kafelnikov | 3-6 2-6 | L | H2H | Match data | Feb 26, 1999* | R16 | London | ATP Championship Series → modern equivalent ATP 500 | Carpet |
| Kristian Pless | 6-2 6-3 | W | H2H | Match data | Mar 4, 1999* | R32 | Copenhagen | ATP World Series → modern equivalent ATP 250 | Carpet |
| Nicklas Kulti | 7-6(5) 3-6 6-3 | W | H2H | Match data | Mar 5, 1999* | R16 | Copenhagen | ATP World Series → modern equivalent ATP 250 | Carpet |
| Max Mirnyi | 6-7(5) 6-3 6-3 | W | H2H | Match data | Mar 6, 1999* | QF | Copenhagen | ATP World Series → modern equivalent ATP 250 | Carpet |
| Magnus Gustafsson | 3-6 1-6 | L | H2H | Match data | Mar 6, 1999* | SF | Copenhagen | ATP World Series → modern equivalent ATP 250 | Carpet |
| Karol Kucera | 4-6 6-3 4-6 | L | H2H | Match data | Mar 10, 1999* | R64 | Indian Wells Open | Masters 1000 | Hard |
| Nicolas Escude | 6-4 6-3 | W | H2H | Match data | Mar 17, 1999* | R64 | Miami Open | Masters 1000 | Hard |
| Marcelo Rios | 3-6 4-6 | L | H2H | Match data | Mar 18, 1999* | R32 | Miami Open | Masters 1000 | Hard |
| Gregory Carraz | 6-1 6-3 | W | H2H | Match data | Apr 8, 1999* | R32 | Chennai | ATP World Series → modern equivalent ATP 250 | Hard |
| Leander Paes | 6-3 6-2 | W | H2H | Match data | Apr 9, 1999* | R16 | Chennai | ATP World Series → modern equivalent ATP 250 | Hard |
| Richard Fromberg | 6-4 6-2 | W | H2H | Match data | Apr 10, 1999* | QF | Chennai | ATP World Series → modern equivalent ATP 250 | Hard |
| John Van Lottum | 6-1 6-1 | W | — | Match data | Apr 10, 1999* | SF | Chennai | ATP World Series → modern equivalent ATP 250 | Hard |
| Rainer Schuettler | 6-4 1-6 6-3 | W | H2H | Match data | Apr 11, 1999* | F | Chennai | ATP World Series → modern equivalent ATP 250 | Hard |
| Sebastien Lareau | 3-6 5-7 | L | H2H | Match data | Apr 15, 1999* | R32 | Japan Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Adrian Voinea | 4-6 3-6 6-3 6-2 6-4 | W | H2H | Match data | May 26, 1999* | R128 | Roland Garros | Grand Slam | Clay |
| Albert Portas | 6-2 6-3 6-2 | W | H2H | Match data | May 28, 1999* | R64 | Roland Garros | Grand Slam | Clay |
| Andrei Medvedev | 1-6 2-6 6-3 1-6 | L | H2H | Match data | May 30, 1999* | R32 | Roland Garros | Grand Slam | Clay |
| Roger Federer | 6-3 6-0 | W | H2H | Match data | Jun 9, 1999* | R64 | Queen's Club Championships | ATP World Series → modern equivalent ATP 250 | Grass |
| Arnaud Clement | 6-4 6-3 | W | H2H | Match data | Jun 10, 1999* | R32 | Queen's Club Championships | ATP World Series → modern equivalent ATP 250 | Grass |
| Tim Henman | 1-6 4-6 | L | H2H | Match data | Jun 11, 1999* | R16 | Queen's Club Championships | ATP World Series → modern equivalent ATP 250 | Grass |
| Luke Milligan | 4-6 6-3 2-6 | L | H2H | Match data | Jun 17, 1999* | R32 | Eastbourne Open | ATP World Series → modern equivalent ATP 250 | Grass |
| Sebastien Grosjean | 7-5 0-6 5-7 5-7 | L | H2H | Match data | Jun 23, 1999* | R128 | Wimbledon | Grand Slam | Grass |
| Andrew Ilie | 4-6 6-7(8) | L | H2H | Match data | Jul 29, 1999* | R32 | Los Angeles Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Goran Ivanisevic | 6-4 6-4 | W | H2H | Match data | Aug 4, 1999* | R64 | Canadian Open | Masters 1000 | Hard |
| Kevin Ullyett | 7-5 4-6 6-7(6) | L | H2H | Match data | Aug 5, 1999* | R32 | Canadian Open | Masters 1000 | Hard |
| Fabrice Santoro | 6-7(5) 3-6 | L | H2H | Match data | Aug 11, 1999* | R64 | Cincinnati Open | Masters 1000 | Hard |
| Martin Damm Sr | 2-6 2-6 | L | — | Match data | Aug 18, 1999* | R64 | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Younes El Aynaoui | 6-7(5) 4-6 2-6 | L | H2H | Match data | Sep 1, 1999* | R128 | US Open | Grand Slam | Hard |
| Chris Woodruff | 6-4 3-6 6-1 | W | H2H | Match data | Sep 30, 1999* | R32 | Toulouse | ATP World Series → modern equivalent ATP 250 | Hard |
| Magnus Gustafsson | 4-6 2-6 | L | H2H | Match data | Oct 1, 1999* | R16 | Toulouse | ATP World Series → modern equivalent ATP 250 | Hard |
| Max Mirnyi | 3-6 6-2 4-6 | L | H2H | Match data | Oct 7, 1999* | R32 | Shanghai Masters | ATP World Series → modern equivalent ATP 250 | Hard |
| Mikael Tillstrom | 3-6 4-6 | L | H2H | Match data | Oct 14, 1999* | R32 | Brisbane International | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Hicham Arazi | 6-1 7-5 | W | H2H | Match data | Nov 11, 1999* | R32 | Moscow | ATP World Series → modern equivalent ATP 250 | Carpet |
| Goran Ivanisevic | 7-6(4) 3-1 (ret.) | W | H2H | Match data | Nov 12, 1999* | R16 | Moscow | ATP World Series → modern equivalent ATP 250 | Carpet |
| Fabrice Santoro | 6-3 6-4 | W | H2H | Match data | Nov 13, 1999* | QF | Moscow | ATP World Series → modern equivalent ATP 250 | Carpet |
| Jeff Tarango | 6-3 6-2 | W | H2H | Match data | Nov 13, 1999* | SF | Moscow | ATP World Series → modern equivalent ATP 250 | Carpet |
| Yevgeny Kafelnikov | 6-7(2) 4-6 | L | H2H | Match data | Nov 14, 1999* | F | Moscow | ATP World Series → modern equivalent ATP 250 | Carpet |
| Jamie Delgado | 2-6 6-7(4) | L | H2H | Match data | Jan 6, 2000* | R32 | Chennai | ATP International Series → modern equivalent ATP 250 | Hard |
| Michael Chang | 5-7 6-4 6-7(1) | L | H2H | Match data | Jan 13, 2000* | R32 | ASB Classic | ATP International Series → modern equivalent ATP 250 | Hard |
| Todd Martin | 7-5 7-6(4) 4-6 2-6 6-8 | L | H2H | Match data | Jan 19, 2000* | R128 | Australian Open | Grand Slam | Hard |
| Felix Mantilla | 6-7(6) 2-6 | L | H2H | Match data | Feb 10, 2000* | R32 | Dubai Tennis Championships | ATP International Series → modern equivalent ATP 250 | Hard |
| Martin Rodriguez | 6-2 6-2 | W | H2H | Match data | Feb 17, 2000* | R32 | Memphis | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Chris Woodruff | 6-2 3-6 6-4 | W | H2H | Match data | Feb 18, 2000* | R16 | Memphis | ATP International Series Gold → modern equivalent ATP 500 | Hard |
9 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.