Ivan Caballero defeated Ferran Ventura Martell 5-7 6-3 6-2 in the Spain F5 round of 16 on clay. The upset overturned the form book — Ferran Ventura Martell came in leading the head-to-head 1–0. Ivan Caballero claimed a first win over Ferran Ventura Martell in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-06-04 | Spain 6 2 | R16 | clay | Ferran Ventura Martell | 6-3 6-4 |