Federica Di Sarra defeated Valentina Sulpizio 7-6 6-4 in the Pesaro 10K round of 16 on clay. The upset overturned the form book — Valentina Sulpizio came in leading the head-to-head 3–1. Federica Di Sarra narrowed the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2010-08-09 | Locri 10K | SF | clay | Valentina Sulpizio | 6-4 6-0 |
| 2007-05-14 | Caserta 10K | SF | clay | Valentina Sulpizio | 6-3 6-3 |
| 2007-03-05 | Quartu Sant Elena 10K | R16 | hard | Federica Di Sarra | 6-4 6-4 |
| 2005-10-10 | Castel Gandolfo 10K | R32 | clay | Valentina Sulpizio | 6-2 4-6 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.