Patrick Rafter defeated Mark Philippoussis 6-4 7-5 in the New Haven round of 64 on hard. The result followed the form book — Patrick Rafter came in leading the head-to-head 2–1, defending last year's quarter-final. Patrick Rafter extended the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-10-02 | Hong Kong | SF | hard | Mark Philippoussis | 7-6 6-4 |
| 1998-08-31 | US Open | F | hard | Patrick Rafter | 6-3 3-6 6-2 6-0 |
| 1998-08-03 | Canada Masters | R16 | hard | Patrick Rafter | 6-3 6-3 |
Averages over each player's completed matches in the selected window (200 vs 200). ATP, WTA & Challenger.
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About