Jill Craybas defeated Jane Chi 6-2 6-2 in the Peachtree 25K round of 16 on hard. The upset overturned the form book — Jane Chi came in leading the head-to-head 1–0, but Jill Craybas had been the form player, winning 2 of their last 4 on hard. Jill Craybas claimed a first win over Jane Chi in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-11-27 | Tucson Challenger | QF | hard | Jane Chi | 7-6(4) 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.