Francesc Lleal defeated Ivan Caballero 6-3 6-0 in the Spain 7 4 round of 32 on clay. The upset overturned the form book — Ivan Caballero came in leading the head-to-head 1–0. Francesc Lleal claimed a first win over Ivan Caballero in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-06-04 | Spain 6 4 | R16 | clay | Ivan Caballero | 6-3 6-2 |