Rafael Serpa Guinazu defeated Geronimo Degreef 6-1 6-3 in the Argentina 1 Masters 2 round of 16 on clay. The upset overturned the form book — Geronimo Degreef came in leading the head-to-head 2–1. Rafael Serpa Guinazu narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-11-02 | Uruguay Paraguay Masters 1 | R32 | clay | Geronimo Degreef | 6-4 6-4 |
| 1995-08-05 | Argentina B Masters 3 | R32 | clay | Geronimo Degreef | 6-4 6-4 |
| 1994-04-16 | Argentina 1 Masters 1 | R32 | clay | Rafael Serpa Guinazu | 7-5 6-3 |