Marco Di Vuolo defeated Fabio Colangelo 6-3 6-2 in the Italy 3 2 round of 32 on clay. The upset overturned the form book — Fabio Colangelo came in leading the head-to-head 1–0. Marco Di Vuolo claimed a first win over Fabio Colangelo in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-06-12 | Italy F18 | QF | clay | Fabio Colangelo | 6-3 7-6(2) |