Goncalo Andrade defeated Henrique Wojciechowski Osorio 6-3 2-6 6-3 in the Portugal F1 qualifying round of 64 on hard. The upset overturned the form book — Henrique Wojciechowski Osorio came in leading the head-to-head 1–0, but Goncalo Andrade had been the form player, winning 2 of their last 8 on hard. Goncalo Andrade claimed a first win over Henrique Wojciechowski Osorio in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2013-10-07 | Portugal F9 | Q32 | clay | Henrique Wojciechowski Osorio | 4-6 6-2 6-3 |