Oscar Rodriguez Arg defeated Kepler Orellana 6-2 6-4 in the Chile 2 Masters 2 round of 32 on clay. The upset overturned the form book — Kepler Orellana came in leading the head-to-head 1–0. Oscar Rodriguez Arg claimed a first win over Kepler Orellana in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-06-15 | Netherlands Masters 4 | R32 | clay | Kepler Orellana | 6-4 6-1 |