Nicolas Kischkewitz defeated Gabrio Castrichella 6-4 6-2 in the Italy 3 Masters 1 qualifying round on clay. The upset overturned the form book — Gabrio Castrichella came in leading the head-to-head 1–0. Nicolas Kischkewitz claimed a first win over Gabrio Castrichella in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-04-06 | Italy 1 Masters 2 | QF | clay | Gabrio Castrichella | 3-0 |