Claudio Grassi advanced past Stefano Valenti via walkover in the Italy F28 round of 16. Claudio Grassi extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-06-15 | Tunisia F3 | R32 | hard | Claudio Grassi | 6-4 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.