Jennifer Hopkins defeated Jacqueline Trail 5-7 6-2 6-0 in the Rockford 25K round of 16 on hard. The result followed the form book — Jennifer Hopkins came in leading the head-to-head 2–0. Jennifer Hopkins extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-09-11 | Hopewell Junction 25K | R16 | hard | Jennifer Hopkins | 6-4 6-2 |
| 1999-11-15 | Mount Gambier 25K | R16 | hard | Jennifer Hopkins | 4-6 7-6 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.