Anna Kournikova defeated Jennifer Hopkins 6-2 6-4 in the San Diego round of 32 on hard. The result followed the form book — Anna Kournikova came in leading the head-to-head 1–0, defending last year's round of 32. Anna Kournikova extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-03-20 | Miami | R64 | hard | Anna Kournikova | 6-2 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.