Jiri Novak defeated Patrick Rafter 3-6 7-6 6-2 in the Canada Masters quarter-final on hard. The upset overturned the form book — Patrick Rafter came in leading the head-to-head 1–0, defending last year's quarter-final. Jiri Novak claimed a first win over Patrick Rafter in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-08-02 | Canada Masters | R16 | hard | Patrick Rafter | 6-3 6-4 |
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 (200 vs 107). ATP, WTA & Challenger.