Paulo Carvallo defeated Gonzalo Rodriguez 3-6 7-6 6-2 in the Chile Masters 3 round of 32 on clay. Paulo Carvallo extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-11-02 | Paraguay F1 | R32 | clay | Paulo Carvallo | 6-3 3-6 6-2 |
| 1996-11-02 | Uruguay Paraguay Masters 2 | R32 | clay | Gonzalo Rodriguez | 6-1 7-6 |