Rita Grande defeated Florencia Labat 1-6 6-2 6-4 in the Hobart round of 32 on hard. The upset overturned the form book — Florencia Labat came in leading the head-to-head 2–0, defending last year's round of 32. Rita Grande claimed a first win over Florencia Labat in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-02-14 | Sao Paulo | R32 | hard | Florencia Labat | 6-1 4-6 6-4 |
| 1997-06-23 | Wimbledon | R128 | grass | Florencia Labat | 6-4 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.