Meghann Shaughnessy defeated Lilia Osterloh 6-4 3-6 6-4 in the Sarasota 75K qualifying round on clay. The upset overturned the form book — Lilia Osterloh came in leading the head-to-head 3–0. Meghann Shaughnessy claimed a first win over Lilia Osterloh in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-10-02 | Japan Open | R32 | hard | Lilia Osterloh | 6-2 3-6 6-3 |
| 2000-06-12 | Birmingham | R32 | grass | Lilia Osterloh | 6-3 7-5 |
| 1998-09-21 | Seattle 50K | R32 | hard | Lilia Osterloh | 2-6 6-3 7-5 |
Averages over each player's completed matches in the selected window (94 vs 52). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About