Matteo Galli defeated Alessandro Piccari 7-6 6-2 in the Italy F20 round of 32 on clay. The upset overturned the form book — Alessandro Piccari came in leading the head-to-head 1–0. Matteo Galli claimed a first win over Alessandro Piccari in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2007-08-27 | Switzerland F4 | QF | clay | Alessandro Piccari | 6-3 6-2 |