Thomas Dupre defeated Ryan Sachire 6-2 6-2 in the USA F9 qualifying round on hard. The result followed the form book — Thomas Dupre came in leading the head-to-head 1–0. Thomas Dupre extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-07-26 | USA F12 | R64 | hard | Thomas Dupre | 5-7 6-1 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.