Eduardo Medica defeated Oscar Rodriguez Arg 7-6 4-6 7-6 in the Chile 2 Masters 3 qualifying round on clay. Eduardo Medica extended the head-to-head to 4–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-08-31 | Argentina 2 Masters 3 | R16 | clay | Eduardo Medica | 6-0 6-3 |
| 1995-08-05 | Argentina B Masters 4 | R32 | clay | Oscar Rodriguez Arg | 7-5 6-4 |
| 1995-04-28 | Portugal 2 Masters 1 | R32 | clay | Oscar Rodriguez Arg | 6-4 6-4 |
| 1995-04-28 | Portugal 2 Masters 4 | R16 | clay | Eduardo Medica | 6-3 7-5 |
| 1994-11-05 | Uruguay Paraguay Masters 1 | R32 | clay | Oscar Rodriguez Arg | 6-1 6-4 |
| 1994-04-16 | Argentina 1 Masters 4 | QF | clay | Eduardo Medica | 6-3 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.