Bill Behrens defeated Chris Pressley 6-1 6-2 in the USA 6 Masters 3 semi-final on hard. The upset overturned the form book — Chris Pressley came in leading the head-to-head 1–0. Bill Behrens claimed a first win over Chris Pressley in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-10-11 | USA 6 Masters 1 | QF | hard | Chris Pressley | 5-7 6-2 6-1 |