Diego Matos defeated Juan Manuel Valverde 6-3 6-7 6-2 in the Argentina F2 round of 32 on clay. The upset overturned the form book — Juan Manuel Valverde came in leading the head-to-head 2–0. Diego Matos claimed a first win over Juan Manuel Valverde in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-09-01 | Brazil F18 | R16 | clay | Juan Manuel Valverde | 6-3 7-5 |
| 2007-08-13 | Peru F3 | R16 | clay | Juan Manuel Valverde | 7-6(4) 7-6(7) |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.