Anna Smashnova defeated Ai Sugiyama 6-3 7-6 in the Filderstadt round of 32 on hard. The upset overturned the form book — Ai Sugiyama came in leading the head-to-head 3–0, defending last year's round of 16, but Anna Smashnova had been the form player, winning 3 of their last 7 on hard. Anna Smashnova claimed a first win over Ai Sugiyama in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-10-06 | Filderstadt | R32 | hard | Ai Sugiyama | 6-2 6-1 |
| 2001-02-26 | Scottsdale | R32 | hard | Ai Sugiyama | 6-2 6-2 |
| 1999-08-30 | US Open | R128 | hard | Ai Sugiyama | 7-6 6-4 |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Averages over each player's completed matches in the selected window (22 vs 160). ATP, WTA & Challenger.