Devin Britton defeated Philip Bester 6-4 2-6 6-3 in the USA F14 qualifying round on hard. The upset overturned the form book — Philip Bester came in leading the head-to-head 2–0, but Devin Britton had been the form player, winning 4 of their last 10 on hard. Devin Britton claimed a first win over Philip Bester in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2011-06-13 | USA F14 | SF | hard | Philip Bester | 6-7(1) 7-6(4) 6-2 |
| 2010-11-15 | USA F31 | R32 | clay | Philip Bester | 7-6(5) 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.