Lisa Raymond defeated Elena Tatarkova 6-1 6-3 in the Birmingham round of 32 on grass. The result followed the form book — Lisa Raymond came in leading the head-to-head 1–0, defending last year's semi-final. Lisa Raymond extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-18 | Kremlin Cup | R32 | carpet | Lisa Raymond | 6-3 7-6 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.