Stefan Pircher defeated Alessandro Tombolini 6-3 6-3 in the Italy 4 Masters 4 round of 32 on clay. The upset overturned the form book — Alessandro Tombolini came in leading the head-to-head 1–0. Stefan Pircher claimed a first win over Alessandro Tombolini in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1997-10-11 | Tunisia Masters 1 | R32 | clay | Alessandro Tombolini | 6-2 6-4 |