Massimo Ocera defeated Andrea Serra 5-7 7-6 6-4 in the Italy F20 round of 32 on clay. The upset overturned the form book — Andrea Serra came in leading the head-to-head 1–0, but Massimo Ocera had been the form player, winning 6 of their last 8 on clay. Massimo Ocera claimed a first win over Andrea Serra in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-08-19 | Italy 6 2 | R32 | clay | Andrea Serra | 6-1 6-4 |