Jacqueline Trail defeated Samantha Reeves 6-3 0-6 6-1 in the Austin TX 50K round of 32 on hard. The upset overturned the form book — Samantha Reeves came in leading the head-to-head 2–0. Jacqueline Trail claimed a first win over Samantha Reeves in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-11-26 | WColumbia 50K | SF | hard | Samantha Reeves | 6-2 3-6 6-2 |
| 1997-01-20 | San Antonio 10K | R32 | hard | Samantha Reeves | 6-1 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.