| League Two | 05/12/20 | Stevenage FC | - | Southend United | 0:0 | ||||
| Nat. League | 30/10/21 | Boreham Wood | - | Southend United | 1:0 |  |
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| Nat. League | 26/04/22 | Southend United | - | Boreham Wood | 1:0 | ||||
| Nat. League | 14/03/23 | Boreham Wood | - | Southend United | 1:0 |  |
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| Nat. League | 28/10/23 | Boreham Wood | - | Southend United | 1:1 | |
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| Nat. League | 01/04/24 | Southend United | - | Boreham Wood | 4:2 |
England