Oscar Rodriguez Arg defeated Francisco Ruiz 6-1 2-6 7-6 in the Argentina 1 Masters 4 round of 32 on clay. The upset overturned the form book — Francisco Ruiz came in leading the head-to-head 5–1. Oscar Rodriguez Arg narrowed the head-to-head to 5–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-05-02 | Chile 2 Masters 4 | R32 | clay | Francisco Ruiz | 6-4 6-7 6-2 |
| 1997-06-14 | Venezuela Masters 1 | R32 | hard | Oscar Rodriguez Arg | 6-4 6-7 6-4 |
| 1996-10-05 | Chile 2 Masters 2 | R16 | clay | Francisco Ruiz | 6-0 6-3 |
| 1996-06-01 | Ukraine Masters 4 | R32 | clay | Francisco Ruiz | 6-2 6-0 |
| 1995-09-30 | Chile Masters 2 | R16 | clay | Francisco Ruiz | 6-3 6-2 |
| 1995-09-30 | Chile Masters 4 | R32 | clay | Francisco Ruiz | 6-1 6-2 |