ATP 250 · 2000-02-07 · draw of 32
San Jose 2000
HardFinal
| 🇦🇺 Mark Philippoussis | d. | 🇸🇪 Mikael Tillstrom | 7-5 4-6 6-3 | H2H |
Semifinals
| 🇦🇺 Mark Philippoussis | d. | 🇺🇸 Jim Courier | 4-6 6-3 6-4 | H2H |
| 🇸🇪 Mikael Tillstrom | d. | 🇿🇦 Wayne Ferreira | 7-6(7) 2-6 6-3 | H2H |
Quarterfinals
| 🇦🇺 Mark Philippoussis | d. | 🇺🇸 Justin Gimelstob | 7-6(5) 6-4 | H2H |
| 🇺🇸 Jim Courier | d. | 🇺🇸 Paul Goldstein | 6-4 6-4 | H2H |
| 🇸🇪 Mikael Tillstrom | d. | 🇺🇸 Michael Chang | 2-6 6-3 6-3 | H2H |
| 🇿🇦 Wayne Ferreira | d. | 🇸🇪 Magnus Larsson | 4-6 6-3 6-4 | H2H |
Round of 16
| 🇦🇺 Mark Philippoussis | d. | Ronald Agenor | 6-3 6-4 | H2H |
| 🇺🇸 Justin Gimelstob | d. | 🇨🇿 Tomas Zib | 6-4 7-6(4) | H2H |
| 🇺🇸 Paul Goldstein | d. | 🇧🇪 Xavier Malisse | 6-2 3-6 7-5 | H2H |
| 🇺🇸 Jim Courier | d. | 🇦🇷 Hernan Gumy | 7-5 6-7(2) 7-6(4) | H2H |
| 🇸🇪 Mikael Tillstrom | d. | 🇦🇲 Sargis Sargsian | 4-6 7-6(3) 6-4 | H2H |
| 🇺🇸 Michael Chang | d. | 🇵🇭 Cecil Mamiit | 6-2 6-3 | H2H |
| 🇿🇦 Wayne Ferreira | d. | 🇫🇮 Ville Liukko | 6-3 6-3 | H2H |
| 🇸🇪 Magnus Larsson | d. | 🇦🇺 Mark Woodforde | 6-3 3-6 6-3 | H2H |
Round of 32
| 🇦🇺 Mark Philippoussis | d. | 🇦🇷 Guillermo Canas | 7-6(8) 4-6 7-6(3) | H2H |
| Ronald Agenor | d. | 🇺🇸 Phillip King | 7-5 6-2 | H2H |
| 🇨🇿 Tomas Zib | d. | 🇨🇱 Nicolas Massu | 6-4 6-2 | H2H |
| 🇺🇸 Justin Gimelstob | d. | 🇺🇸 Jan-Michael Gambill | 7-6(2) 6-2 | H2H |
| 🇧🇪 Xavier Malisse | d. | 🇦🇺 Richard Fromberg | 7-6(5) 0-6 6-4 | H2H |
| 🇺🇸 Paul Goldstein | d. | 🇺🇸 James Blake | 6-3 7-6(4) | H2H |
| 🇦🇷 Hernan Gumy | d. | 🇦🇺 Todd Woodbridge | 6-4 6-2 | H2H |
| 🇺🇸 Jim Courier | d. | 🇵🇭 Eric Taino | 6-3 6-4 | H2H |
| 🇸🇪 Mikael Tillstrom | d. | 🇦🇷 Franco Squillari | 7-5 7-5 | H2H |
| 🇦🇲 Sargis Sargsian | d. | 🇳🇱 John van Lottum | 6-2 6-3 | H2H |
| 🇵🇭 Cecil Mamiit | d. | 🇪🇸 Julian Alonso | 6-4 6-4 | H2H |
| 🇺🇸 Michael Chang | d. | 🇹🇭 Paradorn Srichaphan | 7-5 6-4 | H2H |
| 🇿🇦 Wayne Ferreira | d. | 🇺🇸 Jeff Salzenstein | 6-4 6-4 | H2H |
| 🇫🇮 Ville Liukko | d. | 🇮🇹 Laurence Tieleman | 7-5 6-3 | H2H |
| 🇸🇪 Magnus Larsson | d. | 🇦🇷 Martin Rodriguez | 6-2 6-1 | H2H |
| 🇦🇺 Mark Woodforde | d. | 🇺🇸 Scott Humphries | 6-4 6-4 | H2H |