Chris Pressley defeated Cecil Mamiit 6-4 6-4 in the USA 6 Masters 3 final on hard. The upset overturned the form book — Cecil Mamiit came in leading the head-to-head 3–2, but Chris Pressley had been the form player, winning 5 of their last 9 on hard. Chris Pressley narrowed the head-to-head to 3–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-10-11 | USA 6 Masters 1 | SF | hard | Cecil Mamiit | 6-3 6-4 |
| 1996-09-06 | USA 5 Masters 1 | F | hard | Cecil Mamiit | 6-2 6-2 |
| 1995-07-07 | USA 4 Masters 2 | QF | hard | Chris Pressley | 0-6 6-0 6-1 |
| 1995-07-07 | USA 4 Masters 3 | R32 | hard | Cecil Mamiit | 6-3 4-6 6-4 |
| 1995-07-07 | USA 4 Masters 4 | R64 | hard | Chris Pressley | 6-2 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.