Alessandro Accardo defeated Alessandro Piccari 6-7 7-6 7-6 in the Italy F1 round of 32 on clay. The upset overturned the form book — Alessandro Piccari came in leading the head-to-head 4–0. Alessandro Accardo claimed a first win over Alessandro Piccari in five meetings, narrowing the head-to-head to 4–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-09-12 | Italy F30 | R16 | hard | Alessandro Piccari | 6-3 6-3 |
| 2005-05-30 | Italy F15 | F | clay | Alessandro Piccari | 6-3 6-3 |
| 2005-04-11 | Italy F8 | QF | hard | Alessandro Piccari | 3-6 6-3 7-5 |
| 2002-08-26 | Switzerland 2 3 | QF | clay | Alessandro Piccari | 6-1 6-3 |