| League Cup | 10/07/21 | Airdrieonians FC | - | Annan Athletic | 4:5 pso | ||||
| League Two | 15/01/22 | Annan Athletic | - | Forfar Athletic | 2:2 | ||||
| League Two | 26/03/22 | Annan Athletic | - | Albion Rovers | 2:4 | ||||
| Playoffs | 07/05/22 | Forfar Athletic | - | Annan Athletic | 1:1 | ||||
| League Two | 06/08/22 | Albion Rovers | - | Dumbarton FC | 1:2 |  |
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| League Two | 29/04/23 | East Fife FC | - | Albion Rovers | 2:1 | ||||
| League Two | 13/01/24 | Stranraer FC | - | Peterhead FC | 2:0 | ||||
| League Two | 20/04/24 | Stranraer FC | - | Dumbarton FC | 0:0 |
Scotland