Brandon Hawk defeated Jeff Williams 7-5 6-1 in the USA F9 round of 16 on hard. The upset overturned the form book — Jeff Williams came in leading the head-to-head 1–0. Brandon Hawk claimed a first win over Jeff Williams in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-07-26 | USA F12 | QF | hard | Jeff Williams | 6-4 6-7 6-0 |