Sebastian Weisz defeated Gabrio Castrichella 6-4 2-6 6-0 in the Italy 4 Masters 1 round of 16 on clay. The upset overturned the form book — Gabrio Castrichella came in leading the head-to-head 2–0. Sebastian Weisz claimed a first win over Gabrio Castrichella in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-11-02 | Uruguay Paraguay Masters 1 | QF | clay | Gabrio Castrichella | 7-6 6-7 6-4 |
| 1996-11-02 | Uruguay Paraguay Masters 2 | R16 | clay | Gabrio Castrichella | 3-6 7-6 6-4 |