Yordan Kanev defeated Frederick Sundsten 6-0 6-2 in the Canada F1 round of 32 on hard. The upset overturned the form book — Frederick Sundsten came in leading the head-to-head 1–0. Yordan Kanev claimed a first win over Frederick Sundsten in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-11-14 | Canada F3 | R16 | hard | Frederick Sundsten | 4-6 6-2 6-4 |