Phillip Simmonds defeated Chris Kwon 4-6 6-2 7-6 in the Canada F5 round of 16 on hard. The result followed the form book — Phillip Simmonds came in leading the head-to-head 1–0. Phillip Simmonds extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2010-02-15 | USA F5 | R32 | hard | Phillip Simmonds | 6-3 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.