Justin Gimelstob defeated Mark Philippoussis 3-6 7-6 7-6 in the Los Angeles round of 16 on hard. The upset overturned the form book — Mark Philippoussis came in leading the head-to-head 3–0. Justin Gimelstob claimed a first win over Mark Philippoussis in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-07-10 | Newport | F | grass | Mark Philippoussis | 6-3 7-5 |
| 2000-02-07 | San Jose | QF | hard | Mark Philippoussis | 7-6(5) 6-4 |
| 1999-02-08 | San Jose | QF | hard | Mark Philippoussis | 6-2 3-6 7-6(0) |
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 (151 vs 200). ATP, WTA & Challenger.