Jana Nejedly defeated Lilia Osterloh 7-5 6-2 in the Scottsdale round of 32 on hard. The upset overturned the form book — Lilia Osterloh came in leading the head-to-head 3–1, but Jana Nejedly had been the form player, winning 5 of their last 7 on hard. Jana Nejedly narrowed the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-04-02 | West Palm 75K | R32 | clay | Lilia Osterloh | 6-2 6-3 |
| 1999-02-15 | Midland 25K | R16 | hard | Lilia Osterloh | 6-3 2-6 6-3 |
| 1998-09-21 | Seattle 50K | F | hard | Jana Nejedly | 6-1 6-3 |
| 1998-03-31 | Phoenix 50K | QF | hard | Lilia Osterloh | 6-2 4-6 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.