Thomas Blake defeated Phillip Simmonds 3-6 6-3 6-2 in the USA F1 round of 16 on hard. Thomas Blake extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-01-17 | USA F2 | R32 | hard | Phillip Simmonds | 6-1 6-4 |
| 2003-10-27 | USA F30 | R32 | hard | Thomas Blake | 6-7(1) 6-3 6-0 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.