Alessandro Tombolini defeated Alessandro Accardo 4-1 4-2 4-2 in the Italy F8 round of 16 on clay. The result followed the form book — Alessandro Tombolini came in leading the head-to-head 1–0. Alessandro Tombolini extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-03-11 | Italy 1 Masters 2 | R32 | clay | Alessandro Tombolini | 6-2 6-3 |