| League Cup | 13.07.19 | Peterhead FC | - | Cove Rangers | 2:1 | ||||
| League Cup | 24.07.21 | Motherwell FC | - | Annan Athletic | 2:0 | ||||
| FA Cup | 24.10.22 | Pollok FC | - | Annan Athletic | 4:3 | ||||
| League One | 29.09.23 | Hamilton Academical | - | Annan Athletic | 5:0 | ||||
| Chall. Cup | 11.10.24 | Annan Athletic | - | Queen's Park FC | 1:4 |
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