Jaan Frederik Brunken defeated Carl Bergman 6-4 6-4 in the Germany F20 round of 32 on hard. The result followed the form book — Jaan Frederik Brunken came in leading the head-to-head 1–0. Jaan Frederik Brunken extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-09-14 | Sweden F1 | R16 | hard | Jaan Frederik Brunken | 6-3 2-6 7-6(6) |