Dmitry Tursunov defeated Christian Hill 4-6 6-3 6-4 in the USA 2 Masters 3 round of 16 on hard. The upset overturned the form book — Christian Hill came in leading the head-to-head 1–0. Dmitry Tursunov claimed a first win over Christian Hill in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-10 | USA 2 Masters 1 | R32 | hard | Christian Hill | 6-4 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.