Melissa Middleton defeated Angelika Roesch 6-2 6-0 in the Grado 25K round of 32 on clay. The upset overturned the form book — Angelika Roesch came in leading the head-to-head 1–0, but Melissa Middleton had been the form player, winning 2 of their last 4 on clay. Melissa Middleton claimed a first win over Angelika Roesch in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-11-02 | Mogi Das Cruzes 25K | R16 | clay | Angelika Roesch | 6-2 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.