Marco Osorio defeated Ricardo Rosas 5-7 7-5 6-4 in the Mexico 4 Masters 3 qualifying round on hard. The upset overturned the form book — Ricardo Rosas came in leading the head-to-head 3–2. Marco Osorio narrowed the head-to-head to 3–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-06-29 | Mexico 3 Masters 2 | QF | hard | Ricardo Rosas | 6-7 6-1 6-3 |
| 1996-06-29 | Mexico 3 Masters 4 | SF | hard | Marco Osorio | 6-2 6-4 |
| 1995-04-22 | Mexico 2 Masters 2 | QF | clay | Marco Osorio | 6-2 6-2 |
| 1994-07-02 | Mexico 3 Masters 2 | R16 | hard | Ricardo Rosas | 6-2 3-6 6-3 |
| 1993-09-18 | Mexico 3 Masters 3 | R32 | hard | Ricardo Rosas | 6-3 2-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.