Jamea Jackson defeated Mary Gambale 6-0 6-3 in the Waikoloa HI 50K round of 32 on hard. The upset overturned the form book — Mary Gambale came in leading the head-to-head 1–0. Jamea Jackson claimed a first win over Mary Gambale in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-05-18 | Roland Garros | Q128 | clay | Mary Gambale | 6-3 3-6 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.