Enzo Artoni defeated Sebastian Contador 6-2 6-1 in the Chile 1 Masters 4 round of 32 on clay. The result followed the form book — Enzo Artoni came in leading the head-to-head 2–0. Enzo Artoni extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-11-02 | Paraguay F1 | R32 | clay | Enzo Artoni | 6-3 6-1 |
| 1997-11-08 | Chile 2 Masters 2 | R32 | clay | Enzo Artoni | 6-2 7-6 |