Lindsay Lee Waters defeated Teryn Ashley 6-3 6-1 in the Los Gatos 50K qualifying round on hard. The upset overturned the form book — Teryn Ashley came in leading the head-to-head 3–2. Lindsay Lee Waters narrowed the head-to-head to 3–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-12-01 | Palm Beach Gardens 50K | QF | clay | Lindsay Lee Waters | 6-3 6-2 |
| 2003-07-28 | Louisville 50K | R16 | hard | Teryn Ashley | 6-1 6-2 |
| 2002-12-02 | Boynton Beach 75K | R32 | clay | Teryn Ashley | 5-7 6-0 6-1 |
| 2002-07-29 | Lexington 50K | QF | hard | Lindsay Lee Waters | 6-3 6-3 |
| 2002-07-08 | College Park MD 25K | SF | hard | Teryn Ashley | 6-1 2-6 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.