Diego Alvarez defeated Federico Torresi 4-6 6-0 6-1 in the Italy F21 round of 16 on clay. The upset overturned the form book — Federico Torresi came in leading the head-to-head 1–0. Diego Alvarez claimed a first win over Federico Torresi in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-08-18 | Italy F27 | QF | clay | Federico Torresi | 6-3 7-5 |