Jonathan Pastel defeated Mike Mather 6-4 6-0 in the USA 2 Masters 4 round of 32 on hard. The upset overturned the form book — Mike Mather came in leading the head-to-head 2–0. Jonathan Pastel claimed a first win over Mike Mather in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-03-26 | USA 1 Masters 1 | R32 | hard | Mike Mather | 6-2 6-1 |
| 1998-07-17 | USA 2 Masters 2 | R16 | hard | Mike Mather | 7-5 3-6 6-4 |