Kaden Hensel defeated Todd Paul 6-3 6-4 in the Canada F3 round of 32 on hard. The upset overturned the form book — Todd Paul came in leading the head-to-head 1–0. Kaden Hensel claimed a first win over Todd Paul in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-03-02 | Canada F1 | QF | hard | Todd Paul | 6-3 1-6 7-5 |