Annan Athletic (League Two): every transfer in and out, fees paid and earned, squad market value, €6k spent.
| Date | Player | From | To | Fee |
|---|---|---|---|---|
| 2026-07-08 | Cameron Cooper | Airdrieonians | Annan Athletic | Free |
| 2026-07-01 | Aaron Muirhead | Arbroath | Annan Athletic | Free |
| 2026-07-01 | Sam Murdoch | Morton | Annan Athletic | Loan |
| 2026-01-16 | Timam Scott | Queen's Park | Annan Athletic | Loan |
| 2025-08-05 | Thomas Goss | Annan Athletic | East Fife | Loan |
| 2025-07-29 | Keith Watson | Arbroath | Annan Athletic | Free |
| 2025-07-25 | Daniel Carmichael | Annan Athletic | Gretna 2008 | Loan |
| 2025-07-22 | Myles Gaffney | Cove Rangers | Annan Athletic | Free |
| 2025-07-15 | Zander Craik | Kilmarnock II | Annan Athletic | Loan |
| 2025-07-14 | Euan Thomas Deveney | Stirling Albion | Annan Athletic | Free |
| 2025-07-11 | Mackenzie Strachan | Annan Athletic | Cove Rangers | Free |
| 2025-07-08 | Kyle Fleming | Annan Athletic | Clyde | Free |
| 2025-07-01 | Joel Mumbongo | Dumbarton | Annan Athletic | Free |
| 2025-07-01 | Ji Stevenson | Annan Athletic | Cumbernauld Colts | Free |
| 2025-03-14 | Ji Stevenson | Annan Athletic | Cumbernauld Colts | Loan |
| 2025-02-28 | Kyle Fleming | Annan Athletic | Elgin City | Loan |
| 2025-01-31 | Aaron Brown | Kilmarnock II | Annan Athletic | Loan |
| 2025-01-30 | Layton Bisland | Arbroath | Annan Athletic | Loan |
| 2025-01-24 | Aaron Quigg | Annan Athletic | Stranraer | Free |
| 2025-01-17 | Charlie Barnes | Annan Athletic | Workington | Free |