Alessio Di Mauro defeated Andrea Grasselli 6-2 7-5 in the Italy 2 Masters 3 round of 16 on clay. The result followed the form book — Alessio Di Mauro came in leading the head-to-head 1–0. Alessio Di Mauro extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-06-19 | Italy 2 Masters 3 | R32 | clay | Alessio Di Mauro | 6-3 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.