Chris Woodruff defeated Goran Ivanisevic 7-6 6-2 in the Canada Masters round of 16 on hard. The upset overturned the form book — Goran Ivanisevic came in leading the head-to-head 3–1. Chris Woodruff narrowed the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-02-19 | Memphis | R16 | hard | Chris Woodruff | 6-3 7-6(3) |
| 1999-10-04 | Basel | R16 | hard | Goran Ivanisevic | 7-5 4-6 7-6(5) |
| 1997-10-06 | Vienna | R16 | hard | Goran Ivanisevic | 6-4 7-6(4) |
| 1997-01-13 | Australian Open | R32 | hard | Goran Ivanisevic | 6-3 6-7(5) 6-3 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 (163 vs 200). ATP, WTA & Challenger.