Justin Diao Natale defeated Nathan Thompson 6-3 6-1 in the Canada F1 round of 32 on hard. The upset overturned the form book — Nathan Thompson came in leading the head-to-head 2–0. Justin Diao Natale claimed a first win over Nathan Thompson in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2007-07-07 | Newport | Q32 | grass | Nathan Thompson | 6-4 3-6 6-3 |
| 2007-06-18 | Thailand F3 | QF | hard | Nathan Thompson | 6-3 6-1 |