Paulo Carvallo defeated Antonio Couvert 6-4 6-1 in the Bolivia Paraguay Masters 3 round of 16 on clay. The result followed the form book — Paulo Carvallo came in leading the head-to-head 1–0. Paulo Carvallo extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-18 | Paraguay F2 | R16 | clay | Paulo Carvallo | 6-1 2-6 4-2 |