Matteo Colla defeated Giuseppe Montenet 6-3 6-2 in the Italy 5 Masters 4 round of 16 on clay. The result followed the form book — Matteo Colla came in leading the head-to-head 3–0. Matteo Colla extended the head-to-head to 4–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-08-21 | Italy 4 3 | QF | clay | Matteo Colla | 2-6 6-3 6-4 |
| 2000-06-19 | Italy 3 3 | R16 | clay | Matteo Colla | 6-4 7-6(3) |
| 1996-08-03 | Italy 4 Masters 3 | R32 | clay | Matteo Colla | 6-2 6-1 |