Ferran Ventura Martell defeated Ivan Caballero 6-3 6-4 in the Spain 6 2 round of 16 on clay. The upset overturned the form book — Ivan Caballero came in leading the head-to-head 1–0, but Ferran Ventura Martell had been the form player, winning 3 of their last 6 on clay. Ferran Ventura Martell claimed a first win over Ivan Caballero in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-08-07 | Spain F5 | R16 | clay | Ivan Caballero | 5-7 6-3 6-2 |