Vanessa Menga defeated Kirstin Freye 6-0 6-4 in the Carthage 25K round of 16 on clay. The upset overturned the form book — Kirstin Freye came in leading the head-to-head 1–0. Vanessa Menga claimed a first win over Kirstin Freye in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-10-09 | Mexico City 25K | QF | hard | Kirstin Freye | 5-3 4-1 1-4 4-1 |