Juan Monaco defeated Florent Serra 6-4 7-6 in the Shanghai Masters round of 64 on hard. The result followed the form book — Juan Monaco came in defending last year's round of 64. Juan Monaco extended the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-05-03 | Estoril | R16 | clay | Florent Serra | 6-3 1-6 6-3 |
| 2008-06-09 | Warsaw | R16 | clay | Juan Monaco | 7-5 6-3 |
| 2006-02-20 | Costa Do Sauipe | R16 | hard | Juan Monaco | 6-1 6-1 |
| 2004-10-11 | Metz | R32 | hard | Florent Serra | 6-4 4-6 6-0 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.