Bruno Rosa defeated Diego Cubas 7-5 6-2 in the Brazil F9 qualifying round on clay. The upset overturned the form book — Diego Cubas came in leading the head-to-head 1–0. Bruno Rosa claimed a first win over Diego Cubas in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-08-28 | Brazil F9 | R32 | clay | Diego Cubas | 6-3 3-6 6-1 |