Stefano Cobolli defeated Nicolo Cotto 6-4 6-4 in the Italy 3 2 qualifying round on clay. The result followed the form book — Stefano Cobolli came in leading the head-to-head 1–0. Stefano Cobolli extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-06-12 | Italy F6 | R32 | clay | Stefano Cobolli | 6-1 6-3 |