Jean Baptiste Perlant defeated Filippo Messori 7-6 3-6 7-6 in the Italy 2 4 round of 32 on clay. The upset overturned the form book — Filippo Messori came in leading the head-to-head 1–0. Jean Baptiste Perlant claimed a first win over Filippo Messori in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-09-25 | Italy F12 | QF | hard | Filippo Messori | 1-6 6-4 6-4 |