Meghann Shaughnessy advanced when Elena Pampoulova retired 5-1 in the Santa Clara 75K round of 16. Meghann Shaughnessy claimed a first win over Elena Pampoulova in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-06-21 | Wimbledon | R64 | grass | Elena Pampoulova | 7-6 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.