Chris Woodruff defeated Gustavo Kuerten 7-5 4-6 6-3 in the Canada Masters final on hard. The upset overturned the form book — Gustavo Kuerten came in leading the head-to-head 2–0, but Chris Woodruff had been the form player, winning 2 of their last 8 on hard. Chris Woodruff claimed a first win over Gustavo Kuerten in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-11-13 | Paris Masters | R32 | hard | Gustavo Kuerten | 6-3 7-6(0) |
| 2000-06-26 | Wimbledon | R128 | grass | Gustavo Kuerten | 6-4 6-7(5) 7-5 7-6(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 (163 vs 200). ATP, WTA & Challenger.