Filippo Messori defeated Markus Polessnig 6-1 6-2 in the Italy 4 3 qualifying round on clay. The result followed the form book — Filippo Messori came in leading the head-to-head 1–0. Filippo Messori extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-01-25 | India F3 | R32 | hard | Filippo Messori | 6-2 6-2 |