Sonya Jeyaseelan defeated Magdalena Maleeva 6-4 6-2 in the Amelia Island round of 64 on clay. The upset overturned the form book — Magdalena Maleeva came in leading the head-to-head 1–0. Sonya Jeyaseelan claimed a first win over Magdalena Maleeva in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-08-14 | Montreal | R64 | hard | Magdalena Maleeva | 6-1 6-0 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.