Goncalo Andrade defeated Brian Cuypers 6-3 1-6 6-4 in the Portugal F3 qualifying round of 128 on hard. The upset overturned the form book — Brian Cuypers came in leading the head-to-head 1–0. Goncalo Andrade claimed a first win over Brian Cuypers in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2014-10-06 | Portugal F9 | Q32 | clay | Brian Cuypers | 7-6(5) 6-1 |