Massimo Ocera defeated Alessandro Piccari 6-3 6-2 in the Italy F10 round of 32 on clay. The upset overturned the form book — Alessandro Piccari came in leading the head-to-head 1–0, but Massimo Ocera had been the form player, winning 7 of their last 10 on clay. Massimo Ocera claimed a first win over Alessandro Piccari in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-03-06 | Italy F4 | R16 | clay | Alessandro Piccari | 6-2 6-3 |