Gabriel Trujillo Soler defeated Roberto Menendez 3-6 6-3 7-6 in the Spain F1 round of 32 on clay. The result followed the form book — Gabriel Trujillo Soler came in leading the head-to-head 8–0. Gabriel Trujillo Soler extended the head-to-head to 9–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2004-05-24 | Spain F8 | SF | clay | Gabriel Trujillo Soler | 6-2 6-4 |
| 2003-04-07 | Spain F6 | R32 | clay | Gabriel Trujillo Soler | 6-3 6-4 |
| 2002-09-16 | Spain F15 | QF | clay | Gabriel Trujillo Soler | 7-6(0) 6-4 |
| 2001-10-15 | Spain 7 3 | R32 | clay | Gabriel Trujillo Soler | 6-4 6-4 |
| 2001-05-07 | Spain 5 3 | SF | clay | Gabriel Trujillo Soler | 7-5 6-3 |
| 2000-03-06 | Spain 3 1 | R32 | clay | Gabriel Trujillo Soler | 6-3 6-4 |
| 1999-07-26 | Spain F4 | R16 | clay | Gabriel Trujillo Soler | 6-4 1-6 6-1 |
| 1998-05-08 | Spain 5 Masters 4 | R32 | clay | Gabriel Trujillo Soler | 6-4 7-6 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.