Simone Bolelli defeated Juan Monaco 7-5 6-2 in the Sao Paulo round of 16 on clay. The upset overturned the form book — Juan Monaco came in leading the head-to-head 2–1. Simone Bolelli narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2015-01-19 | Australian Open | R128 | hard | Simone Bolelli | 6-3 3-6 6-3 6-1 |
| 2011-07-18 | Hamburg | R64 | clay | Juan Monaco | 6-3 7-5 |
| 2008-05-11 | Hamburg Masters | R32 | clay | Juan Monaco | 6-2 6-1 |
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 157). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About