K. Fleming transfers
| Date | Type | From | To |
|---|---|---|---|
| 2025-07-08 | Free Transfer | Annan Athletic | Clyde |
| 2025-07-01 | — | Elgin City | Annan Athletic |
| 2025-05-30 | Return from loan | Elgin City | Annan Athletic |
| 2025-02-28 | Loan | Annan Athletic | Elgin City |
| 2024-06-14 | Free | Stranraer | Annan Athletic |
| 2023-06-28 | N/A | Albion Rovers | Stranraer |