Ronald Agenor defeated Chris Pressley 6-3 7-6 in the USA 6 Masters 2 round of 16 on hard. The upset overturned the form book — Chris Pressley came in leading the head-to-head 1–0. Ronald Agenor claimed a first win over Chris Pressley in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1997-10-10 | USA 6 Masters 3 | QF | hard | Chris Pressley | 3-6 7-6 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.