Jennifer Hopkins defeated Lilia Osterloh 6-1 4-6 6-1 in the Philadelphia round of 32 on carpet. The upset overturned the form book — Lilia Osterloh came in leading the head-to-head 2–0. Jennifer Hopkins claimed a first win over Lilia Osterloh in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-07-23 | Stanford | R32 | hard | Lilia Osterloh | 7-6 6-0 |
| 2000-04-24 | Sarasota 75K | R16 | clay | Lilia Osterloh | 6-3 6-1 |
Averages over each player's completed matches in the selected window (4 vs 52). ATP, WTA & Challenger.
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About