Gabriel Pitta defeated Nicolas Santos 4-6 6-1 6-4 in the Brazil F4 round of 32 on clay. The upset overturned the form book — Nicolas Santos came in leading the head-to-head 2–0. Gabriel Pitta claimed a first win over Nicolas Santos in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2007-10-01 | Brazil F16 | R32 | clay | Nicolas Santos | 6-3 6-1 |
| 2007-05-21 | Brazil F5 | R16 | clay | Nicolas Santos | 6-4 3-6 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.