Jill Craybas defeated Ashley Harkleroad 6-4 4-6 6-4 in the Wimbledon round of 128 on grass. The result followed the form book — Jill Craybas came in leading the head-to-head 2–1, defending last year's round of 64. Jill Craybas extended the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-07-31 | San Diego | R64 | hard | Ashley Harkleroad | 6-2 6-3 |
| 2006-01-02 | Auckland | R32 | hard | Jill Craybas | 2-6 6-1 7-6(4) |
| 2004-03-24 | Miami | R128 | hard | Jill Craybas | 6-2 3-0 RET |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Averages over each player's completed matches in the selected window (200 vs 57). ATP, WTA & Challenger.