Gianluca Luddi defeated Alessandro Tombolini 6-2 7-5 in the Italy 2 Masters 4 round of 32 on clay. The result followed the form book — Gianluca Luddi came in leading the head-to-head 1–0. Gianluca Luddi extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1997-05-31 | Italy 3 Masters 3 | R32 | clay | Gianluca Luddi | 3-6 6-1 6-2 |