Gabrio Castrichella defeated Matteo Colla 7-6 6-1 in the Italy F7 round of 16 on clay. The upset overturned the form book — Matteo Colla came in leading the head-to-head 1–0, but Gabrio Castrichella had been the form player, winning 5 of their last 9 on clay. Gabrio Castrichella claimed a first win over Matteo Colla in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1995-07-29 | Italy 4 Masters 3 | R32 | clay | Matteo Colla | 7-5 6-3 |