Matteo Galli defeated Daniele Giorgini 6-3 6-4 in the Italy F9 round of 32 on clay. The upset overturned the form book — Daniele Giorgini came in leading the head-to-head 4–0. Matteo Galli claimed a first win over Daniele Giorgini in five meetings, narrowing the head-to-head to 4–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2007-09-24 | Italy F33 | R16 | clay | Daniele Giorgini | 6-7(5) 6-2 6-1 |
| 2007-09-17 | Italy F32 | R32 | clay | Daniele Giorgini | 6-2 6-2 |
| 2005-07-18 | Italy F22 | R16 | clay | Daniele Giorgini | 6-2 3-1 |
| 2002-05-27 | Italy 3 3 | R32 | clay | Daniele Giorgini | 6-2 4-6 7-6(5) |