Pete Sampras defeated Tim Henman 6-2 6-3 7-6 in the Wimbledon round of 64 on grass. The result followed the form book — Pete Sampras came in leading the head-to-head 4–1, defending the title. Pete Sampras extended the head-to-head to 5–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-08-07 | Cincinnati Masters | R16 | hard | Tim Henman | 6-3 6-4 |
| 1999-06-21 | Wimbledon | SF | grass | Pete Sampras | 3-6 6-4 6-3 6-4 |
| 1999-06-07 | Queen's Club | F | grass | Pete Sampras | 6-7 6-4 7-6 |
| 1998-10-12 | Vienna | QF | hard | Pete Sampras | 6-0 6-3 |
| 1998-06-22 | Wimbledon | SF | grass | Pete Sampras | 6-3 4-6 7-5 6-3 |
Averages over each player's completed matches in the selected window (200 vs 200). ATP, WTA & Challenger.
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About