Pete Sampras defeated Jan Michael Gambill 7-6 7-5 in the Queen's Club quarter-final on grass. The result followed the form book — Pete Sampras came in leading the head-to-head 3–1, defending last year's final. Pete Sampras extended the head-to-head to 4–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-06-26 | Wimbledon | QF | grass | Pete Sampras | 6-4 6-7(4) 6-4 6-4 |
| 1999-03-01 | Scottsdale | R16 | hard | Jan Michael Gambill | 4-6 6-3 6-4 |
| 1998-10-26 | Stuttgart Masters | QF | carpet | Pete Sampras | 4-1 RET |
| 1998-08-10 | Cincinnati Masters | R16 | hard | Pete Sampras | 7-6(3) 6-3 |
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 (92 vs 200). ATP, WTA & Challenger.