| Playoffs | 07.05.19 | Annan Athletic | - | Stenhousemuir FC | 2:0 |  |
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| Playoffs | 11.05.19 | Stenhousemuir FC | - | Annan Athletic | 1:2 | |
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| League Cup | 13.07.19 | Annan Athletic | - | Dumbarton FC | 0:1 | ||||
| League One | 23.09.23 | Annan Athletic | - | Alloa Athletic | 1:1 | ||||
| League One | 03.02.24 | Annan Athletic | - | Alloa Athletic | 2:3 | ||||
| League One | 13.02.24 | Alloa Athletic | - | Annan Athletic | 2:1 | |
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| League One | 30.03.24 | Alloa Athletic | - | Annan Athletic | 1:1 | ||||
| League One | 24.08.24 | Annan Athletic | - | Alloa Athletic | 0:1 | ||||
| League One | 02.11.24 | Alloa Athletic | - | Annan Athletic | 5:0 | ||||
| League One | 22.02.25 | Annan Athletic | - | Alloa Athletic | 3:4 |  |
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| League One | 12.04.25 | Alloa Athletic | - | Annan Athletic | 1:0 |
Schottland