Patrick Gottesleben defeated Robert Tucker 6-2 7-5 in the Canada Masters 2 qualifying round on hard. The upset overturned the form book — Robert Tucker came in leading the head-to-head 1–0, but Patrick Gottesleben had been the form player, winning 5 of their last 7 on hard. Patrick Gottesleben claimed a first win over Robert Tucker in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1997-06-08 | Canada Masters 3 | SF | hard | Robert Tucker | 6-4 7-6 |