Yordan Kanev defeated Vincenzo Santopadre 6-0 6-0 in the Italy F5 round of 32 on clay. The upset overturned the form book — Vincenzo Santopadre came in leading the head-to-head 1–0. Yordan Kanev claimed a first win over Vincenzo Santopadre in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-03-28 | Italy F6 | R32 | clay | Vincenzo Santopadre | 6-2 7-6(6) |