Mauricio Doria Medina defeated Nicolas Santos 6-3 4-6 6-4 in the Brazil F20 round of 32 on clay. The upset overturned the form book — Nicolas Santos came in leading the head-to-head 2–0. Mauricio Doria Medina claimed a first win over Nicolas Santos in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-05-25 | Brazil F4 | R32 | clay | Nicolas Santos | 6-2 6-3 |
| 2007-05-14 | Brazil F4 | R32 | hard | Nicolas Santos | 6-2 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.