Bjorn Jacob defeated Eric Drew 6-2 3-6 6-4 in the USA 5 Masters 1 round of 16 on hard. The result followed the form book — Bjorn Jacob came in leading the head-to-head 1–0. Bjorn Jacob extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-09-18 | USA F22B | R32 | clay | Bjorn Jacob | 7-5 6-1 |