Mark Philippoussis defeated Jim Courier 7-5 7-5 in the Monte Carlo Masters round of 32 on clay. The result followed the form book — Mark Philippoussis came in leading the head-to-head 2–1. Mark Philippoussis extended the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-02-07 | San Jose | SF | hard | Mark Philippoussis | 4-6 6-3 6-4 |
| 1999-10-18 | Lyon | R32 | clay | Jim Courier | 6-3 3-6 6-1 |
| 1998-05-18 | Dusseldorf | RR | clay | Mark Philippoussis | 6-3 6-4 |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Averages over each player's completed matches in the selected window (200 vs 143). ATP, WTA & Challenger.