Filippo Messori defeated Paolo Lorenzi 6-2 6-4 in the Italy F1 round of 32 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 |
|---|---|---|---|---|---|
| 2000-09-18 | Italy F11 | R32 | hard | Filippo Messori | 6-1 6-1 |
| 2000-08-21 | Italy 4 2 | R16 | clay | Filippo Messori | 6-4 6-3 |
| 2000-05-22 | Italy F3 | R16 | clay | Filippo Messori | 7-6(1) 1-6 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.