Giancarlo Petrazzuolo advanced when Matteo Colla retired 6-2 2-1 in the Italy 6 2 round of 16. Giancarlo Petrazzuolo extended the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2004-05-24 | Italy F9 | QF | clay | Giancarlo Petrazzuolo | 6-3 7-5 |
| 2001-07-23 | Italy F9 | R16 | clay | Giancarlo Petrazzuolo | 6-0 6-1 |
| 2000-03-11 | Italy 1 Masters 3 | R32 | clay | Matteo Colla | 6-1 6-0 |