League Cup | 15/07/17 | Clyde FC | - | Annan Athletic | 2:1 | ||||
League Cup | 17/07/18 | Annan Athletic | - | Berwick Rangers | 4:0 | ||||
League Two | 12/11/22 | Stirling Albion FC | - | Annan Athletic | 0:2 | ||||
League Two | 11/02/23 | Dumbarton FC | - | Annan Athletic | 2:1 | ||||
League One | 23/09/23 | Annan Athletic | - | Alloa Athletic | 1:1 | ||||
League One | 27/04/24 | Annan Athletic | - | Falkirk FC | 3:3 |