| League Two | 21.08.21 | Albion Rovers | - | Annan Athletic | 0:1 | ||||
| League Two | 30.10.21 | Annan Athletic | - | Cowdenbeath FC | 1:0 |  |
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| FA Cup | 27.11.21 | Gala Fairydean Rovers | - | Annan Athletic | 0:1 | ||||
| League Two | 03.09.22 | Annan Athletic | - | Forfar Athletic | 2:1 | ||||
| League One | 02.09.23 | Kelty Hearts | - | Annan Athletic | 1:1 | ||||
| League Cup | 27.07.24 | Livingston FC | - | The Spartans FC | 0:1 | ||||
| League Two | 05.10.24 | Clyde FC | - | The Spartans FC | 1:1 | ||||
| League Two | 09.11.24 | Forfar Athletic | - | The Spartans FC | 0:3 | ||||
| League Two | 01.02.25 | Stranraer FC | - | The Spartans FC | 2:0 |
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