Kelly S Wilson defeated Maureen Drake 4-6 6-2 6-0 in the Wilmington 50K round of 32 on hard. The upset overturned the form book — Maureen Drake came in leading the head-to-head 2–0, but Kelly S Wilson had been the form player, winning 4 of their last 7 on hard. Kelly S Wilson claimed a first win over Maureen Drake in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1997-07-14 | Clearwater 25K | SF | hard | Maureen Drake | 6-1 6-3 |
| 1997-06-30 | Flushing 50K | R32 | hard | Maureen Drake | 7-6 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.