Lilia Osterloh defeated Janet Lee 6-4 6-2 in the Tokyo q16 on hard. The result followed the form book — Lilia Osterloh came in leading the head-to-head 2–1. Lilia Osterloh extended the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-11-03 | Pittsburgh PA 50K | R16 | hard | Lilia Osterloh | 6-1 6-3 |
| 2003-05-05 | Sea Island 25K | R16 | clay | Janet Lee | 6-4 3-6 6-4 |
| 1999-05-24 | Roland Garros | R128 | clay | Lilia Osterloh | 6-4 2-6 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.