Pablo Santos defeated Gabriel Trujillo Soler 6-7 6-4 6-1 in the Spain F6 round of 16 on clay. The upset overturned the form book — Gabriel Trujillo Soler came in leading the head-to-head 5–2. Pablo Santos narrowed the head-to-head to 5–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2010-03-15 | Spain F9 | F | clay | Gabriel Trujillo Soler | 6-3 4-6 6-4 |
| 2008-02-18 | Spain F7 | F | clay | Pablo Santos | 6-1 7-5 |
| 2006-02-06 | Spain F5 | SF | clay | Pablo Santos | 7-6(4) 7-5 |
| 2005-10-17 | Spain F29 | QF | clay | Gabriel Trujillo Soler | 6-3 7-6(7) |
| 2005-08-29 | Spain F22 | QF | clay | Gabriel Trujillo Soler | 2-6 6-1 6-1 |
| 2004-05-17 | Spain F7 | QF | clay | Gabriel Trujillo Soler | 2-6 6-2 6-2 |
| 2003-09-01 | Spain F21 | SF | clay | Gabriel Trujillo Soler | 7-6(5) 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.