| League Two | 20.11.21 | Annan Athletic | - | Albion Rovers | 1:1 | ||||
| League Two | 22.04.22 | Edinburgh City FC | - | Annan Athletic | 2:1 | ||||
| Playoffs | 03.05.22 | Annan Athletic | - | Forfar Athletic | 1:0 |  |
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| League Two | 29.10.22 | Annan Athletic | - | Dumbarton FC | 0:1 | ||||
| League One | 07.10.23 | Cove Rangers | - | Annan Athletic | 3:2 | |
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| Championship | 05.03.24 | Greenock Morton FC | - | Dundee United | 0:1 | ||||
| Championship | 26.10.24 | Hamilton Academical | - | Greenock Morton FC | 3:0 |  |
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| Championship | 25.03.25 | Greenock Morton FC | - | Raith Rovers | 3:3 |
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