Colin Obrien defeated Paris Gemouchidis 6-4 6-1 in the Greece F3 round of 16 on carpet. The result followed the form book — Colin Obrien came in leading the head-to-head 1–0. Colin Obrien extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-09-29 | Greece F6 | R32 | carpet | Colin Obrien | 6-2 7-6(4) |