Jacqueline Trail defeated Helga Vieira 7-6 6-4 in the San Antonio 10K round of 32 on hard. The result followed the form book — Jacqueline Trail came in leading the head-to-head 1–0. Jacqueline Trail extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-06-28 | Springfield 10K | R32 | hard | Jacqueline Trail | 6-1 6-1 |