Gabrio Castrichella defeated Sebastian Weisz 3-6 7-6 6-4 in the Uruguay Paraguay Masters 2 round of 16 on clay. Gabrio Castrichella extended 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 |
| 1995-07-29 | Italy 4 Masters 1 | R16 | clay | Sebastian Weisz | 6-4 2-6 6-0 |