Charles Edouard Maria defeated Stefano Cobolli 1-4 4-0 4-5 4-2 5-4 in the Italy F9 qualifying round on clay. The upset overturned the form book — Stefano Cobolli came in leading the head-to-head 2–1, but Charles Edouard Maria had been the form player, winning 3 of their last 7 on clay. Charles Edouard Maria narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-04-30 | Italy F1 | R32 | clay | Stefano Cobolli | 6-0 2-6 6-1 |
| 1999-05-31 | Italy F10 | QF | clay | Stefano Cobolli | 6-3 6-0 |
| 1999-05-25 | Italy F9 | R32 | clay | Charles Edouard Maria | 6-3 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.