Anastasia Myskina defeated Ai Sugiyama 7-5 7-6 in the Eastbourne round of 16 on grass. The upset overturned the form book — Ai Sugiyama came in leading the head-to-head 3–1, defending last year's round of 32. Anastasia Myskina narrowed the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-02-27 | Doha | R16 | hard | Ai Sugiyama | 7-6(2) 6-7(6) 6-4 |
| 2003-11-05 | WTA Tour Championships | RR | carpet | Anastasia Myskina | 6-4 6-3 |
| 2001-12-30 | Gold Coast | R16 | hard | Ai Sugiyama | 7-5 6-3 |
| 2001-06-25 | Wimbledon | R64 | grass | Ai Sugiyama | 2-6 6-4 6-3 |
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 (75 vs 172). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About