Diego Cristin defeated Juan Vazquez Valenzuela 6-1 7-6 in the Argentina F1 round of 32 on clay. The upset overturned the form book — Juan Vazquez Valenzuela came in leading the head-to-head 1–0. Diego Cristin claimed a first win over Juan Vazquez Valenzuela in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-04-27 | Argentina F3 | R32 | clay | Juan Vazquez Valenzuela | 6-2 6-0 |