| FA Cup | 03/04/21 | Brora Rangers FC | - | Stranraer FC | 1:3 aet | ||||
| League Two | 18/12/21 | Stirling Albion FC | - | Annan Athletic | 2:3 | ||||
| League Two | 19/11/22 | Annan Athletic | - | Elgin City | 1:3 | ||||
| League Cup | 29/07/23 | Annan Athletic | - | Raith Rovers | 2:3 | ||||
| League One | 24/02/24 | Cove Rangers | - | Annan Athletic | 2:1 |
Scotland