Giancarlo Petrazzuolo defeated Tobias Koeck 6-3 6-2 in the Italy F27 round of 16 on clay. The upset overturned the form book — Tobias Koeck came in leading the head-to-head 3–0. Giancarlo Petrazzuolo claimed a first win over Tobias Koeck in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-09-11 | Switzerland F6 | R32 | clay | Tobias Koeck | 7-5 6-1 |
| 2006-04-03 | Italy F8 | R32 | clay | Tobias Koeck | 2-6 6-3 6-3 |
| 2005-09-26 | Italy F32 | R16 | clay | Tobias Koeck | 6-2 6-4 |