Phillip Simmonds defeated Todd Paul 6-1 6-2 in the USA F1 round of 32 on clay. 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 |
|---|---|---|---|---|---|
| 2008-02-18 | USA F4 | R32 | hard | Phillip Simmonds | 6-3 3-6 7-6(5) |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.