James Blake defeated Gilles Simon 6-4 6-2 in the Beijing Olympics round of 16 on hard. James Blake extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-10-12 | Madrid Masters | R32 | clay | Gilles Simon | 3-6 6-1 6-4 |
| 2008-07-28 | Cincinnati Masters | R32 | hard | James Blake | 6-4 6-3 |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Averages over each player's completed matches in the selected window (200 vs 200). ATP, WTA & Challenger.