Magdalena Maleeva defeated Sonya Jeyaseelan 6-1 6-0 in the Montreal round of 64 on hard. The upset overturned the form book — Sonya Jeyaseelan came in leading the head-to-head 1–0, but Magdalena Maleeva had been the form player, winning 1 of their last 5 on hard. Magdalena Maleeva claimed a first win over Sonya Jeyaseelan in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-04-10 | Amelia Island | R64 | clay | Sonya Jeyaseelan | 6-4 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.