Leonardo Tavares defeated Matthew Short 5-7 6-2 6-4 in the Portugal F4 round of 32 on hard. Leonardo Tavares extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2014-11-10 | Morocco F5 | R16 | clay | Leonardo Tavares | 6-4 7-5 |
| 2013-03-04 | Portugal F3 | Q64 | hard | Matthew Short | 6-3 6-2 |