Alessandro Cortegiani defeated Mike Loccisano 6-3 6-2 in the M25 Santa Margherita di Pula 9 round of 32 on clay. The upset overturned the form book — Mike Loccisano came in leading the head-to-head 1–0, but Alessandro Cortegiani had been the form player, winning 6 of their last 9 on clay. Alessandro Cortegiani claimed a first win over Mike Loccisano in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2023-10-01 | M25 Santa Margherita di Pula 8 | Q32 | clay | Mike Loccisano | 2-6 6-1 10-6 |