Gilles Simon defeated Robby Ginepri 6-7 6-4 7-6 in the Madrid Masters round of 16 on clay. The upset overturned the form book — Robby Ginepri came in leading the head-to-head 1–0, defending last year's round of 32. Gilles Simon claimed a first win over Robby Ginepri in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-10-23 | Lyon | R32 | clay | Robby Ginepri | 7-6(3) 7-6(5) |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.