Anne Kremer defeated Rita Grande 7-5 6-2 in the Stanford round of 32 on hard. The upset overturned the form book — Rita Grande came in leading the head-to-head 2–0, defending last year's round of 16. Anne Kremer claimed a first win over Rita Grande in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-20 | Luxembourg | R32 | hard | Rita Grande | 6-4 6-4 |
| 1999-06-07 | Birmingham | R32 | grass | Rita Grande | 2-6 7-6 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 (41 vs 12). ATP, WTA & Challenger.