Federico Dondo defeated Rafael Serpa Guinazu 6-4 6-0 in the Uruguay Masters 2 round of 32 on clay. The upset overturned the form book — Rafael Serpa Guinazu came in leading the head-to-head 1–0. Federico Dondo claimed a first win over Rafael Serpa Guinazu in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1995-08-05 | Argentina B Masters 1 | R16 | clay | Rafael Serpa Guinazu | 2-6 6-2 6-0 |