Emiliano Redondi defeated Rafael Serpa Guinazu 6-2 6-1 in the Argentina 2 Masters 1 semi-final on clay. The result followed the form book — Emiliano Redondi came in leading the head-to-head 1–0. Emiliano Redondi extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-13 | Peru F3 | R32 | clay | Emiliano Redondi | 6-4 6-0 |