Alejandro Fabbri defeated Gilles Simon 6-4 6-3 in the Portugal F8 round of 16 on clay. The upset overturned the form book — Gilles Simon came in leading the head-to-head 1–0. Alejandro Fabbri claimed a first win over Gilles Simon in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-06-23 | Portugal F10 | SF | clay | Gilles Simon | 6-1 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.