Gianluca Luddi defeated Massimo Boscatto 5-7 7-6 6-4 in the Italy 4 Masters 3 round of 16 on clay. The result followed the form book — Gianluca Luddi came in leading the head-to-head 1–0. Gianluca Luddi extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-06-27 | Italy 2 Masters 3 | R16 | clay | Gianluca Luddi | 6-2 6-1 |