Dmitry Tursunov defeated Jeff Williams 6-4 6-4 in the Scottsdale q16 on hard. The upset overturned the form book — Jeff Williams came in leading the head-to-head 2–1. Dmitry Tursunov narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-07-31 | USA F21 | SF | hard | Jeff Williams | 3-5 4-1 1-0 |
| 1999-07-05 | USA F10 | R32 | hard | Dmitry Tursunov | 6-4 6-4 |
| 1999-06-14 | USA F7 | R64 | hard | Jeff Williams | 7-5 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.