Rodrigo Monte defeated Federico Dondo 7-6 6-1 in the Brazil F1 qualifying round on clay. The upset overturned the form book — Federico Dondo came in leading the head-to-head 2–0. Rodrigo Monte claimed a first win over Federico Dondo in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-09-25 | Brazil F2 | R32 | clay | Federico Dondo | 6-3 4-6 7-5 |
| 1998-05-02 | Chile 2 Masters 1 | R16 | clay | Federico Dondo | 6-4 6-1 |