Giancarlo Petrazzuolo defeated Alessandro Piccari 6-2 6-4 in the Italy 4 3 round of 32 on clay. The upset overturned the form book — Alessandro Piccari came in leading the head-to-head 2–0, but Giancarlo Petrazzuolo had been the form player, winning 3 of their last 6 on clay. Giancarlo Petrazzuolo claimed a first win over Alessandro Piccari in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-06-06 | Italy F16 | QF | clay | Alessandro Piccari | 3-6 6-3 7-6(5) |
| 2004-10-25 | Italy 4 Satellite 2 | R32 | clay | Alessandro Piccari | 4-6 6-4 6-4 |