Jamie Holmes defeated Trey Phillips 7-6 7-6 in the USA 3 Masters 2 qualifying round on hard. The result followed the form book — Jamie Holmes came in leading the head-to-head 2–0. Jamie Holmes extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1995-06-09 | USA 3 Masters 4 | R16 | hard | Jamie Holmes | 7-6 6-3 |
| 1994-06-10 | USA 3 Masters 3 | R32 | hard | Jamie Holmes | 3-6 6-4 7-5 |