| Playoffs | 07.05.19 | Annan Athletic | - | Stenhousemuir FC | 2:0 |  |
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| Playoffs | 11.05.19 | Stenhousemuir FC | - | Annan Athletic | 1:2 | ||||
| League Two | 11.09.21 | Annan Athletic | - | Stenhousemuir FC | 1:2 | ||||
| League Two | 13.11.21 | Stenhousemuir FC | - | Annan Athletic | 2:0 | ||||
| League Two | 05.02.22 | Annan Athletic | - | Stenhousemuir FC | 0:2 | ||||
| League Two | 02.04.22 | Stenhousemuir FC | - | Annan Athletic | 0:1 | |
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| League Two | 06.08.22 | Annan Athletic | - | Stenhousemuir FC | 2:1 | ||||
| League Two | 08.10.22 | Stenhousemuir FC | - | Annan Athletic | 2:2 | |
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| League Two | 04.03.23 | Annan Athletic | - | Stenhousemuir FC | 2:3 | ||||
| League Two | 06.05.23 | Stenhousemuir FC | - | Annan Athletic | 2:1 | |
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| League Two | 26.08.23 | Stenhousemuir FC | - | Dumbarton FC | 2:4 | |
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| League Two | 09.12.23 | Dumbarton FC | - | Stenhousemuir FC | 0:1 | ||||
| League Two | 03.02.24 | Stenhousemuir FC | - | Dumbarton FC | 1:0 | ||||
| League Two | 30.03.24 | Dumbarton FC | - | Stenhousemuir FC | 0:0 | ||||
| League One | 07.12.24 | Stenhousemuir FC | - | Dumbarton FC | 4:0 | |
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| League One | 01.03.25 | Dumbarton FC | - | Stenhousemuir FC | 1:3 | ||||
| League One | 03.05.25 | Stenhousemuir FC | - | Dumbarton FC | 2:1 |
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