Vincenzo Santopadre defeated Yordan Kanev 6-2 7-6 in the Italy F6 round of 32 on clay. The upset overturned the form book — Yordan Kanev came in leading the head-to-head 1–0. Vincenzo Santopadre claimed a first win over Yordan Kanev in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-03-21 | Italy F5 | R32 | clay | Yordan Kanev | 6-0 6-0 |