Jennifer Hopkins defeated Dimana Krastevitch 7-6 6-0 in the Raleigh NC 50K qualifying round on clay. The upset overturned the form book — Dimana Krastevitch came in leading the head-to-head 2–0. Jennifer Hopkins claimed a first win over Dimana Krastevitch in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-04-04 | Tunica Resorts MS 25K | R32 | clay | Dimana Krastevitch | 7-5 6-3 |
| 2004-04-19 | Dothan AL 75K | R32 | clay | Dimana Krastevitch | 6-4 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.