Jordi Samper Montana defeated Gabriel Trujillo Soler 6-7 6-2 6-2 in the Spain F13 round of 32 on clay. The upset overturned the form book — Gabriel Trujillo Soler came in leading the head-to-head 6–0. Jordi Samper Montana claimed a first win over Gabriel Trujillo Soler in seven meetings, narrowing the head-to-head to 6–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2011-10-10 | Spain F37 | R16 | clay | Gabriel Trujillo Soler | 6-1 6-7(5) 6-4 |
| 2011-03-21 | Spain F9 | R16 | clay | Gabriel Trujillo Soler | 1-6 6-4 6-1 |
| 2010-03-15 | Spain F9 | QF | clay | Gabriel Trujillo Soler | 7-6(1) 6-1 |
| 2009-03-23 | Spain F11 | R16 | clay | Gabriel Trujillo Soler | 6-4 6-2 |
| 2008-10-06 | Spain F38 | R16 | clay | Gabriel Trujillo Soler | 6-1 6-3 |
| 2008-02-25 | Spain F8 | R32 | clay | Gabriel Trujillo Soler | 6-2 6-0 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.