Paulo Carvallo defeated Diego Zorzi 6-7 6-3 6-1 in the Chile F3 round of 16 on clay. Paulo Carvallo extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-05-29 | Argentina 1 Masters 3 | R32 | clay | Diego Zorzi | 4-3 |
| 1998-11-30 | Uruguay F2 | R16 | clay | Paulo Carvallo | 3-6 6-2 6-1 |