Gabriel Pitta defeated Diego Cristin 6-3 7-6 in the Venezuela 1 4 round of 32 on hard. The upset overturned the form book — Diego Cristin came in leading the head-to-head 1–0. Gabriel Pitta claimed a first win over Diego Cristin in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-10-16 | Brazil F15 | R16 | clay | Diego Cristin | 7-6(3) 6-3 |