Alessandro Piccari defeated Giancarlo Petrazzuolo 3-6 6-3 7-6 in the Italy F16 qualifying round on clay. Alessandro Piccari extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2004-10-25 | Italy 4 Satellite 2 | R32 | clay | Alessandro Piccari | 4-6 6-4 6-4 |
| 2003-07-21 | Italy 4 3 | R32 | clay | Giancarlo Petrazzuolo | 6-2 6-4 |