Andrea Glass defeated Magui Serna 6-4 6-3 in the Hamburg round of 32 on clay. The upset overturned the form book — Magui Serna came in leading the head-to-head 2–1, defending last year's round of 16. Andrea Glass narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-03-21 | Miami | R64 | hard | Magui Serna | 6-3 6-2 |
| 2000-04-10 | Amelia Island | R64 | clay | Magui Serna | 7-5 6-1 |
| 1999-03-29 | Hilton Head | R64 | clay | Andrea Glass | 6-0 3-6 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.