David Caballero defeated Sergi Duran 6-1 7-6 in the Spain 2 Masters 2 semi-final on clay. The upset overturned the form book — Sergi Duran came in leading the head-to-head 3–2. David Caballero narrowed the head-to-head to 3–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1997-10-17 | Spain 9 Masters 3 | R32 | clay | Sergi Duran | 6-4 7-6 |
| 1995-07-14 | Spain 6 Masters 2 | QF | clay | David Caballero | 6-2 7-5 |
| 1995-07-14 | Spain 6 Masters 4 | SF | clay | Sergi Duran | 6-3 6-0 |
| 1994-06-10 | Spain 5 Masters 1 | R32 | clay | Sergi Duran | 6-7 6-2 7-5 |
| 1992-07-13 | Spain 6 Masters 1 | R32 | clay | David Caballero | 6-4 6-1 |