Anna Floris defeated Oana Elena Golimbioschi 6-3 1-6 7-6 in the Rome-Castel Gandolfo 10K round of 32 on clay. The upset overturned the form book — Oana Elena Golimbioschi came in leading the head-to-head 1–0, but Anna Floris had been the form player, winning 5 of their last 8 on clay. Anna Floris claimed a first win over Oana Elena Golimbioschi in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-03-22 | Cagliari 10K | QF | clay | Oana Elena Golimbioschi | 6-2 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.