Maria Jose Martinez Sanchez defeated Valentina Sassi 7-6 6-0 in the Modena 25K round of 16 on clay. The upset overturned the form book — Valentina Sassi came in leading the head-to-head 2–1. Maria Jose Martinez Sanchez narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-02-26 | Acapulco | Q32 | hard | Maria Jose Martinez Sanchez | 6-7(0) 6-1 |
| 2002-06-17 | Gorizia 25K | R32 | clay | Valentina Sassi | 6-4 7-5 |
| 2001-10-01 | Girona 50K | R32 | clay | Valentina Sassi | 6-1 4-6 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.