Chris Pressley defeated Peter Kuhn 5-7 6-3 6-2 in the USA 1 Masters 2 round of 16 on hard. The result followed the form book — Chris Pressley came in leading the head-to-head 1–0. Chris Pressley extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-04-05 | USA 1 Masters 1 | QF | hard | Chris Pressley | 6-3 7-6 |