Cipriano Pommies defeated Antonio Couvert 6-2 6-3 in the Argentina 1 Masters 4 round of 32 on clay. Cipriano Pommies extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-07-31 | Argentina 2 Masters 2 | R16 | clay | Antonio Couvert | 6-2 1-0 |
| 1999-05-29 | Argentina 1 Masters 3 | SF | clay | Cipriano Pommies | 6-4 3-6 6-2 |