Phillip Simmonds defeated Todd Paul 6-3 3-6 7-6 in the USA F4 round of 32 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 |
|---|---|---|---|---|---|
| 2009-01-12 | USA F1 | R32 | clay | Phillip Simmonds | 6-1 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.