Sebastian Weisz defeated Geronimo Degreef 6-4 6-4 in the Bolivia Chile Masters 4 qualifying round on clay. The upset overturned the form book — Geronimo Degreef came in leading the head-to-head 2–0. Sebastian Weisz claimed a first win over Geronimo Degreef in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-11-02 | Uruguay Paraguay Masters 3 | R16 | clay | Geronimo Degreef | 6-2 7-5 |
| 1996-08-31 | Argentina 2 Masters 2 | R16 | clay | Geronimo Degreef | 6-4 6-2 |