Massimo Boscatto defeated Marco Monnecchi 6-3 6-3 in the Italy 5 Masters 3 round of 32 on clay. The result followed the form book — Massimo Boscatto came in leading the head-to-head 1–0. Massimo Boscatto extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-06-27 | Italy 2 Masters 3 | R32 | clay | Massimo Boscatto | 7-6 7-5 |