
Janko Tipsarevic defeated Gael Monfils 6-3 6-1 in the Monte Carlo Masters round of 64 on clay. The upset overturned the form book — Gael Monfils came in leading the head-to-head 4–1, defending last year's round of 16. Janko Tipsarevic narrowed the head-to-head to 4–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2011-07-31 | Washington | QF | hard | Gael Monfils | 6-4 6-4 |
| 2010-12-03 | Davis Cup WG F: SRB vs FRA | RR | hard | Gael Monfils | 6-1 7-6(4) 6-0 |
| 2010-08-30 | US Open | R32 | hard | Gael Monfils | 7-6(4) 6-7(4) 6-2 6-4 |
| 2009-10-26 | Vienna | QF | hard | Janko Tipsarevic | 6-4 6-7(8) 6-3 |
| 2009-09-21 | Metz | QF | hard | Gael Monfils | 6-1 4-2 RET |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.