Filippo Messori defeated Riccardo Ciruolo 4-6 7-6 6-3 in the Italy F14 qualifying round on clay. The result followed the form book — Filippo Messori came in leading the head-to-head 3–0. Filippo Messori extended the head-to-head to 4–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-08-21 | Italy 4 1 | QF | clay | Filippo Messori | 6-4 6-7(6) 6-1 |
| 1995-07-01 | Italy 3 Masters 1 | R16 | clay | Filippo Messori | 6-2 6-3 |
| 1995-07-01 | Italy 3 Masters 4 | QF | clay | Filippo Messori | 4-6 6-2 6-4 |