Angelika Roesch defeated Nadejda Ostrovskaya 6-0 4-6 6-2 in the Sopot 25K round of 32 on clay. The upset overturned the form book — Nadejda Ostrovskaya came in leading the head-to-head 2–1. Angelika Roesch narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-09-01 | Fano 50K | R32 | clay | Angelika Roesch | 2-6 7-5 7-6(5) |
| 2002-07-08 | Palermo | R16 | clay | Nadejda Ostrovskaya | 3-6 6-4 6-4 |
| 1997-07-16 | Torun 10K | R16 | clay | Nadejda Ostrovskaya | 4-6 6-1 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.