Robyn Mawdsley defeated Yoannis Montesino 6-3 6-4 in the Tuxtla Gutierrez 2 5K round of 16 on hard. The upset overturned the form book — Yoannis Montesino came in leading the head-to-head 1–0. Robyn Mawdsley claimed a first win over Yoannis Montesino in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-03-11 | Tuxtla Gutierrez 3 5K | R32 | hard | Yoannis Montesino | 6-4 6-3 |