| League Cup | Matches | W | D | L |  |
 |
 |
| home | - | - | - | - | - | - | - |
| away | 1 | 1 | - | - | 1 | 1 | - |
| overall | 1 | 1 | - | - | 1 | 1 | - |
| League Cup | Home | - | Guest | |
|
|
Results |
| 25/07/17 | Dumbarton FC | - | Annan Athletic | 1 | 1 | - | 3:4 pso |
| League Cup | Matches | W | D | L | |
|
|
| home | - | - | - | - | - | - | - |
| away | 1 | 1 | - | - | 1 | 1 | - |
| overall | 1 | 1 | - | - | 1 | 1 | - |
| League Cup | Home | - | Guest | |
|
|
Results |
| 25/07/17 | Dumbarton FC | - | Annan Athletic | 1 | 1 | - | 3:4 pso |
| Complete name: | Craig Charleston |
| Born: | 08/05/1970 |
| Place of birth: |
Scotland |
| Nationality: |
Scotland |