Galina Voskoboeva defeated Maria Sharapova 6-3 7-5 in the Toronto round of 16 on hard. The upset overturned the form book — Maria Sharapova came in leading the head-to-head 1–0, but Galina Voskoboeva had been the form player, winning 2 of their last 6 on hard. Galina Voskoboeva claimed a first win over Maria Sharapova in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-02-18 | Doha | R32 | hard | Maria Sharapova | 6-4 4-6 6-1 |
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 (111 vs 198). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About