Filippo Leonardi defeated Damiano Di Ienno 6-2 6-1 in the Italy F16 round of 32 on clay. The upset overturned the form book — Damiano Di Ienno came in leading the head-to-head 1–0, but Filippo Leonardi had been the form player, winning 2 of their last 5 on clay. Filippo Leonardi claimed a first win over Damiano Di Ienno in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2011-08-08 | Latvia F1 | R16 | clay | Damiano Di Ienno | 6-4 6-7(0) 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.