Ai Sugiyama defeated Elena Dementieva 6-2 6-7 7-5 in the Los Angeles round of 32 on hard. The upset overturned the form book — Elena Dementieva came in leading the head-to-head 5–1, defending last year's quarter-final. Ai Sugiyama narrowed the head-to-head to 5–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-08-17 | Toronto | R32 | hard | Elena Dementieva | 6-3 6-2 |
| 2007-01-08 | Sydney | R32 | hard | Elena Dementieva | 6-7(3) 7-6(3) 6-0 |
| 2004-10-18 | Zurich | QF | hard | Elena Dementieva | 6-1 5-7 7-5 |
| 2003-09-15 | Shanghai | SF | hard | Elena Dementieva | 6-1 3-6 6-3 |
| 2002-10-21 | Linz | R32 | hard | Elena Dementieva | 6-1 6-4 |
| 2002-05-13 | Rome | R64 | clay | Ai Sugiyama | 6-4 7-5 |
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 (172 vs 200). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About