Phillip Simmonds defeated Jeremy Wurtzman 7-5 4-6 6-3 in the USA F10 qualifying round 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 |
|---|---|---|---|---|---|
| 2006-01-23 | USA F3 | QF | hard | Phillip Simmonds | 6-1 7-6(5) |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.