| League Two | 31/07/21 | Annan Athletic | - | Forfar Athletic | 0:2 |  |
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| League Two | 11/09/21 | Annan Athletic | - | Stenhousemuir FC | 1:2 | ||||
| Playoffs | 16/05/23 | Annan Athletic | - | Clyde FC | 3:1 | ||||
| League Cup | 15/07/23 | Airdrieonians FC | - | Dumbarton FC | 2:0 | ||||
| League One | 21/09/24 | Dumbarton FC | - | Montrose FC | 0:1 | ||||
| League One | 26/10/24 | Dumbarton FC | - | Inverness CT | 3:1 | ||||
| League One | 12/04/25 | Dumbarton FC | - | Cove Rangers | 1:3 |
Scotland