Diego Cristin defeated Gabriel Pitta 7-6 6-3 in the Brazil F15 round of 16 on clay. The upset overturned the form book — Gabriel Pitta came in leading the head-to-head 1–0. Diego Cristin claimed a first win over Gabriel Pitta in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-03-06 | Venezuela 1 4 | R32 | hard | Gabriel Pitta | 6-3 7-6(5) |