Philip Bester defeated Adriano Biasella 7-6 6-3 in the Canada F2 round of 16 on hard. The upset overturned the form book — Adriano Biasella came in leading the head-to-head 1–0. Philip Bester claimed a first win over Adriano Biasella in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-02-02 | Mexico F2 | R32 | hard | Adriano Biasella | 6-1 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.