Roberto Ortega Olmedo defeated Daniel Masur 3-6 6-4 7-6 in the Kuwait F1 qualifying round on hard. The upset overturned the form book — Daniel Masur came in leading the head-to-head 1–0. Roberto Ortega Olmedo claimed a first win over Daniel Masur in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2014-11-17 | Kuwait F2 | F | hard | Daniel Masur | 7-6(5) 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.