Rupesh Roy defeated Richard Brooks 7-5 6-4 in the Uganda F1 round of 32 on clay. The result followed the form book — Rupesh Roy came in leading the head-to-head 1–0. Rupesh Roy extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-09-14 | Rwanda F1 | R32 | clay | Rupesh Roy | 6-2 7-6(5) |