Gregor Krusic defeated Gianluca Luddi 6-3 2-6 6-3 in the Italy F8 round of 32 on clay. The upset overturned the form book — Gianluca Luddi came in leading the head-to-head 1–0. Gregor Krusic claimed a first win over Gianluca Luddi in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-03-09 | Croatia 1 Masters 4 | R32 | clay | Gianluca Luddi | 6-3 7-6 |