Juan Monaco defeated Agustin Calleri 7-6 6-2 6-4 in the US Open round of 32 on hard. The upset overturned the form book — Agustin Calleri came in leading the head-to-head 4–0, defending last year's round of 128. Juan Monaco claimed a first win over Agustin Calleri in five meetings, narrowing the head-to-head to 4–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-02-18 | Buenos Aires | R32 | clay | Agustin Calleri | 6-4 2-6 6-3 |
| 2007-01-08 | Auckland | QF | hard | Agustin Calleri | 4-6 6-4 6-3 |
| 2006-03-20 | Miami Masters | R128 | hard | Agustin Calleri | 6-2 6-1 |
| 2005-02-21 | Acapulco | R16 | hard | Agustin Calleri | 7-6(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 103). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About