| League Two | 13/08/22 | Dumbarton FC | - | Annan Athletic | 4:0 |  |
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| League Two | 29/10/22 | Annan Athletic | - | Dumbarton FC | 0:1 | ||||
| League Two | 11/02/23 | Dumbarton FC | - | Annan Athletic | 2:1 |  |
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| Playoffs | 09/05/23 | Annan Athletic | - | Dumbarton FC | 6:0 | |
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| Playoffs | 13/05/23 | Dumbarton FC | - | Annan Athletic | 0:0 | |
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| League One | 26/04/25 | Dumbarton FC | - | Annan Athletic | 3:1 | |
England