Matthew Behrmann defeated Troy Hahn 7-6 6-2 in the Canada F1 semi-final on hard. The upset overturned the form book — Troy Hahn came in leading the head-to-head 1–0. Matthew Behrmann claimed a first win over Troy Hahn in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-07-15 | Indianapolis | Q32 | hard | Troy Hahn | 5-5 |