Ryan Sachire defeated Jaymon Crabb 6-3 6-4 in the USA F7 qualifying round on hard. The result followed the form book — Ryan Sachire came in leading the head-to-head 1–0. Ryan Sachire extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-07-24 | USA F20 | R16 | hard | Ryan Sachire | 6-3 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.