Nathaniel Jackmon defeated Oren Motevassel 7-6 6-3 in the USA 4 Masters 1 round of 32 on hard. The result followed the form book — Nathaniel Jackmon came in leading the head-to-head 1–0. Nathaniel Jackmon extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-11-08 | USA F18 | R64 | hard | Nathaniel Jackmon | 6-7 6-4 7-6 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.