Pedro Rico defeated Lars Zimmermann 4-6 6-0 6-4 in the Portugal 1 4 round of 32 on clay. The upset overturned the form book — Lars Zimmermann came in leading the head-to-head 1–0. Pedro Rico claimed a first win over Lars Zimmermann in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-10-09 | Spain F13 | R32 | hard | Lars Zimmermann | 6-4 6-4 |