Simone Bolelli defeated Robin Soderling 6-4 1-6 6-3 in the Monte Carlo Masters round of 64 on clay. The upset overturned the form book — Robin Soderling came in leading the head-to-head 2–0, defending last year's round of 32. Simone Bolelli claimed a first win over Robin Soderling in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2010-09-17 | Davis Cup WG PO: SWE vs ITA | RR | hard | Robin Soderling | 6-3 6-3 6-3 |
| 2007-07-09 | Bastad | R32 | clay | Robin Soderling | 6-3 6-3 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.