Jaime Pulgar Garcia defeated Roberto Ortega Olmedo 3-6 6-4 7-5 in the Spain F39 Tenerife round of 16 on carpet. The upset overturned the form book — Roberto Ortega Olmedo came in leading the head-to-head 2–0. Jaime Pulgar Garcia claimed a first win over Roberto Ortega Olmedo in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2014-10-13 | Spain F31 | SF | hard | Roberto Ortega Olmedo | 7-5 5-7 7-6(5) |
| 2011-08-29 | Spain F31 | R32 | clay | Roberto Ortega Olmedo | 5-7 6-4 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.