Nikola Hubnerova defeated Brandis Braverman 7-6 3-6 6-3 in the Jackson 25K qualifying round on hard. The upset overturned the form book — Brandis Braverman came in leading the head-to-head 1–0, but Nikola Hubnerova had been the form player, winning 3 of their last 6 on hard. Nikola Hubnerova claimed a first win over Brandis Braverman in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-05-10 | Midlothian 25K | R32 | clay | Brandis Braverman | 6-2 6-3 |