Zack Fleishman defeated Jeff Williams 7-6 6-4 in the Los Angeles q16 on hard. The result followed the form book — Zack Fleishman came in defending last year's round of 16. Zack Fleishman extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-06-19 | USA F16 | R32 | hard | Zack Fleishman | 6-3 0-6 6-3 |
| 1999-09-10 | USA 2 Masters 3 | R16 | hard | Jeff Williams | 7-6 1-6 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.