Diego Del Rio defeated Gustavo Cavallaro 6-3 6-2 in the Argentina 2 Masters 2 round of 16 on clay. The upset overturned the form book — Gustavo Cavallaro came in leading the head-to-head 3–0. Diego Del Rio claimed a first win over Gustavo Cavallaro in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1995-04-01 | Argentina 1 Masters 3 | R32 | clay | Gustavo Cavallaro | 6-7 6-4 6-1 |
| 1994-11-05 | Uruguay Paraguay Masters 1 | R32 | clay | Gustavo Cavallaro | 6-2 6-7 7-5 |
| 1994-07-16 | Argentina 2 Masters 1 | R16 | clay | Gustavo Cavallaro | 6-4 6-2 |