Pete Sampras defeated Justin Gimelstob 6-2 6-3 in the San Jose round of 16 on hard. The result followed the form book — Pete Sampras came in leading the head-to-head 3–0. Pete Sampras extended the head-to-head to 4–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-08-28 | US Open | R64 | hard | Pete Sampras | 6-3 6-1 6-3 |
| 2000-06-26 | Wimbledon | R32 | grass | Pete Sampras | 2-6 6-4 6-2 6-2 |
| 1997-08-04 | Cincinnati Masters | R32 | hard | Pete Sampras | 6-2 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 200). ATP, WTA & Challenger.