Pete Sampras defeated Todd Woodbridge 6-2 7-6 in the Stockholm round of 32 on hard. The result followed the form book — Pete Sampras came in leading the head-to-head 5–0, defending last year's quarter-final. Pete Sampras extended the head-to-head to 6–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-06-07 | Queen's Club | R32 | grass | Pete Sampras | 6-4 6-7 6-4 |
| 1998-10-19 | Lyon | R16 | clay | Pete Sampras | 6-2 6-4 |
| 1997-06-23 | Wimbledon | SF | grass | Pete Sampras | 6-2 6-1 7-6 |
| 1992-06-22 | Wimbledon | R64 | grass | Pete Sampras | 7-6(2) 7-6(4) 6-7(7) 6-4 |
| 1990-01-15 | Australian Open | R32 | hard | Pete Sampras | 7-5 6-4 6-2 |
Averages over each player's completed matches in the selected window (200 vs 134). 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