Mike Mather defeated Leonardo Silva 6-4 4-6 7-6 in the USA 1 Masters 2 round of 32 on hard. The result followed the form book — Mike Mather came in leading the head-to-head 1–0. Mike Mather extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-05-24 | Mexico F1 | QF | hard | Mike Mather | 6-2 0-6 6-4 |