Andre Agassi defeated Justin Gimelstob 6-0 6-1 6-1 in the US Open round of 64 on hard. The result followed the form book — Andre Agassi came in leading the head-to-head 2–1, defending last year's quarter-final. Andre Agassi extended the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-08-30 | US Open | R32 | hard | Andre Agassi | 6-1 4-6 6-3 6-4 |
| 1998-07-27 | Los Angeles | SF | hard | Andre Agassi | 6-0 7-6(2) |
| 1997-07-21 | Los Angeles | R32 | hard | Justin Gimelstob | 7-5 6-2 |
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 106). ATP, WTA & Challenger.