Elia Grossi defeated Nahuel Fracassi 5-3 1-4 4-2 4-1 in the Italy F9 round of 16 on clay. The result followed the form book — Elia Grossi came in leading the head-to-head 1–0. Elia Grossi extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-08-21 | Italy 3 Masters 4 | R32 | clay | Elia Grossi | 6-1 6-2 |