Florencia Labat defeated Kristina Brandi 6-4 6-2 in the Hilton Head round of 32 on clay. The upset overturned the form book — Kristina Brandi came in defending last year's round of 64. Florencia Labat extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-06-26 | Wimbledon | R64 | grass | Kristina Brandi | 6-2 2-6 6-1 |
| 1999-10-25 | Dallas 50K | R32 | hard | Florencia Labat | 6-2 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.