Ai Sugiyama defeated Ann Grossman 1-6 6-2 6-3 in the Hilton Head round of 64 on clay. The result followed the form book — Ai Sugiyama came in leading the head-to-head 1–0. Ai Sugiyama extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1997-08-25 | US Open | R128 | hard | Ai Sugiyama | 6-7 7-5 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.