Stefano Cobolli defeated Riccardo Capannelli 6-3 6-2 in the Italy 3 4 round of 32 on clay. The upset overturned the form book — Riccardo Capannelli came in leading the head-to-head 1–0. Stefano Cobolli claimed a first win over Riccardo Capannelli in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-06-18 | Italy 3 3 | QF | clay | Riccardo Capannelli | 6-4 5-7 6-4 |