| League Cup | 10/11/20 | Queen's Park FC | - | Queen Of The South | 1:3 | ||||
| Championship | 26/12/20 | Queen Of The South | - | Dundee FC | 1:3 | ||||
| Championship | 23/01/21 | Queen Of The South | - | Greenock Morton FC | 2:1 | ||||
| League Two | 12/03/22 | Annan Athletic | - | Elgin City | 2:1 |  |
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| League Two | 09/04/22 | Annan Athletic | - | Cowdenbeath FC | 2:3 | ||||
| League Two | 15/10/22 | Annan Athletic | - | Stranraer FC | 1:1 | ||||
| League Two | 14/01/23 | Elgin City | - | Annan Athletic | 1:1 | |
England