Mashiska Washington defeated Nick Rainey 7-6 6-4 in the USA F16 qualifying round on hard. The result followed the form book — Mashiska Washington came in leading the head-to-head 1–0. Mashiska Washington extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-12-06 | USA F22 | R32 | hard | Mashiska Washington | 6-0 7-6 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.