Nana Smith defeated Lenka Nemeckova 6-1 6-3 in the Austin TX 75K qualifying round on hard. The upset overturned the form book — Lenka Nemeckova came in leading the head-to-head 1–0. Nana Smith claimed a first win over Lenka Nemeckova in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-27 | Santa Clara 75K | R32 | hard | Lenka Nemeckova | 7-5 6-1 |