Carl Bergman defeated Robert Gustafsson 7-6 7-5 in the Sweden F3 round of 32 on hard. The upset overturned the form book — Robert Gustafsson came in leading the head-to-head 1–0. Carl Bergman claimed a first win over Robert Gustafsson in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-09-15 | Sweden F1 | R16 | hard | Robert Gustafsson | 7-6(3) 4-6 7-6(3) |