Claudio Grassi defeated Andrea Agazzi 6-3 7-5 in the Italy F23 round of 16 on hard. The result followed the form book — Claudio Grassi came in leading the head-to-head 2–1. Claudio Grassi extended the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2011-09-12 | Italy F27 | QF | hard | Claudio Grassi | 6-4 6-3 |
| 2010-09-13 | Italy F26 | SF | hard | Claudio Grassi | 4-6 6-3 7-5 |
| 2006-09-11 | Italy F31 | R16 | hard | Andrea Agazzi | 6-3 7-6(4) |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.