Pablo Montana defeated Chris Mahony 6-2 6-1 in the USA 2 Masters 4 round of 64 on clay. The upset overturned the form book — Chris Mahony came in leading the head-to-head 1–0. Pablo Montana claimed a first win over Chris Mahony in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1997-06-13 | USA 3 Masters 1 | R64 | hard | Chris Mahony | 7-5 6-3 |