Giancarlo Petrazzuolo defeated Francesco Piccari 3-6 7-6 6-4 in the Italy F9 round of 32 on clay. The upset overturned the form book — Francesco Piccari came in leading the head-to-head 3–0. Giancarlo Petrazzuolo claimed a first win over Francesco Piccari in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2007-04-23 | Italy F11 | R32 | clay | Francesco Piccari | 6-4 7-5 |
| 2006-07-10 | Italy F22 | SF | clay | Francesco Piccari | 6-7(5) 6-0 6-3 |
| 2004-09-20 | Italy F25 | SF | hard | Francesco Piccari | 4-6 6-3 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.