Southend United: every transfer in and out, fees paid and earned, squad market value.
| Date | Player | From | To | Fee |
|---|---|---|---|---|
| 2024-10-12 | James Hillson | Southend United | Salisbury | Free |
| 2024-08-10 | James Hillson | Arsenal U21 | Southend United | Free |
| 2024-02-07 | Brooklyn Kabongolo | Southend United | Without Club | — |
| 2023-09-30 | Brooklyn Kabongolo | Billericay | Southend United | Free |
| 2023-03-27 | Kacper Łopata | Southend United | Woking | — |
| 2022-09-01 | Kacper Łopata | Sheff Utd U21 | Southend United | Free |
| 2022-08-01 | Sam Dalby | Southend United | Wrexham | — |
| 2021-10-28 | Kacper Łopata | Sheffield U23 | Southend United | Loan |
| 2021-09-30 | Benjamin Kimpioka | Sunderland | Southend United | Loan |
| 2021-07-28 | Sam Dalby | Watford U23 | Southend United | Free |
| 2021-07-01 | Sam Hart | Southend United | Oldham Athletic | Free |
| 2021-07-01 | Richard Taylor | Southend United | Without Club | — |
| 2021-07-01 | Emile Acquah | Southend United | Maidenhead Utd. | Free |
| 2021-07-01 | Elvis Bwomono | Southend United | Without Club | — |
| 2021-02-26 | Richard Taylor | Southend United | Barnet | Loan |
| 2020-11-11 | Sam Hart | Without Club | Southend United | — |
| 2020-09-01 | Emile Acquah | Southend U23 | Southend United | — |
| 2020-07-20 | Joe Shaughnessy | Southend United | St. Mirren | Free |
| 2019-08-16 | Ethan Hamilton | Man Utd U23 | Southend United | Loan |
| 2019-08-01 | Joe Shaughnessy | St. Johnstone | Southend United | Free |