Filippo Grasso defeated Claudio Rigagnoli 3-6 6-4 6-4 in the Italy 3 Masters 4 round of 16 on clay. The upset overturned the form book — Claudio Rigagnoli came in leading the head-to-head 1–0. Filippo Grasso claimed a first win over Claudio Rigagnoli in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1992-07-06 | Italy 2 Masters 2 | SF | clay | Claudio Rigagnoli | 6-3 6-4 |