Adil Shamasdin defeated Matthew Roberts 6-7 7-6 6-4 in the USA F4 round of 32 on hard. The result followed the form book — Adil Shamasdin came in leading the head-to-head 1–0. Adil Shamasdin extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-02-02 | Mexico F2 | R32 | hard | Adil Shamasdin | 6-4 6-4 |