Andy Roddick defeated Gilles Simon 6-3 7-5 in the Paris Masters round of 16 on hard. The upset overturned the form book — Gilles Simon came in leading the head-to-head 2–1, defending last year's round of 32, but Andy Roddick had been the form player, winning 5 of their last 8 on hard. Andy Roddick narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2011-05-08 | Rome Masters | R64 | clay | Gilles Simon | 6-3 6-3 |
| 2010-08-01 | Washington | R16 | hard | Gilles Simon | 6-3 6-3 |
| 2007-03-19 | Miami Masters | R32 | hard | Andy Roddick | 6-4 6-4 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.