Lilia Osterloh defeated Samantha Reeves 3-6 6-4 6-2 in the Canberra round of 16 on hard. The upset overturned the form book — Samantha Reeves came in leading the head-to-head 4–2. Lilia Osterloh narrowed the head-to-head to 4–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-04-02 | Amelia Island | Q32 | clay | Lilia Osterloh | 6-1 6-0 |
| 2003-11-03 | Pittsburgh PA 50K | R32 | hard | Lilia Osterloh | 6-3 4-6 6-0 |
| 2003-02-03 | Midland 75K | R32 | hard | Samantha Reeves | 6-3 6-2 |
| 2002-09-10 | Waikoloa | R32 | hard | Samantha Reeves | 6-1 6-2 |
| 2001-11-05 | Pittsburgh 50K | QF | hard | Samantha Reeves | 6-4 1-6 6-4 |
| 1999-08-30 | US Open | R128 | hard | Samantha Reeves | 7-5 6-3 |
Averages over each player's completed matches in the selected window (52 vs 8). 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