Filippo Messori defeated Giuseppe Montenet 6-2 6-0 in the Italy 5 3 round of 32 on clay. The result followed the form book — Filippo Messori came in leading the head-to-head 3–0. Filippo Messori extended the head-to-head to 4–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-08-21 | Italy 4 1 | R32 | clay | Filippo Messori | 6-3 6-1 |
| 1998-11-07 | Egypt 2 Masters 3 | R32 | hard | Filippo Messori | 6-7 6-2 7-6 |
| 1995-07-01 | Italy 3 Masters 4 | R32 | clay | Filippo Messori | 7-5 6-2 |