Elia Grossi defeated Alessio Di Mauro 4-1 3-5 4-2 4-1 in the Italy F9 semi-final on clay. Elia Grossi extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-07-24 | Italy F8 | F | clay | Elia Grossi | 1-4 4-1 4-1 3-5 4-0 |
| 1999-11-08 | Cyprus F1 | QF | clay | Alessio Di Mauro | 7-6 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.