Giancarlo Petrazzuolo defeated Simone Bolelli 6-4 6-4 in the Italy 2 4 round of 32 on clay. The upset overturned the form book — Simone Bolelli came in leading the head-to-head 1–0. Giancarlo Petrazzuolo claimed a first win over Simone Bolelli in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2004-05-17 | Italy F8 | SF | clay | Simone Bolelli | 6-4 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.