Jacobo Diaz advanced when German Puentes retired 7-5 1-2 in the Spain F15 qualifying round. Jacobo Diaz extended the head-to-head to 4–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-04-21 | Spain F8 | QF | clay | Jacobo Diaz | 6-2 6-3 |
| 1996-01-05 | Spain 1 Masters 4 | SF | clay | Jacobo Diaz | 6-2 6-1 |
| 1995-02-03 | Spain 2 Masters 3 | R32 | clay | Jacobo Diaz | 6-3 6-1 |
| 1994-08-12 | Spain 7 Masters 3 | QF | clay | German Puentes | 6-2 6-2 |
| 1994-02-04 | Spain 1 Masters 1 | R16 | hard | German Puentes | 6-4 6-0 |