Juan Ignacio Valdecantos defeated Nahuel Fracassi 6-0 6-0 in the Bolivia F3 round of 32 on clay. The upset overturned the form book — Nahuel Fracassi came in leading the head-to-head 1–0. Juan Ignacio Valdecantos claimed a first win over Nahuel Fracassi in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-10-02 | Bolivia F3 | R32 | clay | Nahuel Fracassi | 6-4 5-7 7-6(2) |