Matthew Breen defeated Jason Cook 6-4 6-3 in the USA 3 Masters 1 round of 32 on hard. The result followed the form book — Matthew Breen came in leading the head-to-head 1–0. Matthew Breen extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-10 | USA 2 Masters 4 | R16 | hard | Matthew Breen | 6-2 4-6 7-6 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.