Irina Selyutina defeated Jill Craybas 6-3 6-7 7-5 in the Australian Open qualifying round of 128 on hard. The upset overturned the form book — Jill Craybas came in leading the head-to-head 1–0, defending last year's round of 128. Irina Selyutina claimed a first win over Jill Craybas in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-11 | Largo 50K | R32 | hard | Jill Craybas | 6-2 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.