The period can be notoriously difficult to operate in with teams unwilling to sell their prized assets and demand high.
There will be a number of high-profile deals clubs in the third tier may want to replicate or avoid at all costs.
Click through the list of some of the best and worst League One transfers in recent history.
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17. 2019-20: Bryn Morris (Shrewbsury to Pompey)
Failed to stamp his authority at Fratton Park as the club missed out on promotion at the end of his first season, then was loaned to Northampton in January 2021. (Photo by Charlotte Tattersall/Getty Images) Photo: Charlotte Tattersall
18. 2019-20: Kyle Lafferty (Sarpsborg to Sunderland)
The ex-Northern Ireland international mainly appeared from the bench from the Black Cats with nine of his 11 outings coming from the dugout. Scored twice while Sunderland remained in League One. (Photo by Lewis Storey/Getty Images) Photo: Lewis Storey
19. 2020-21: Omar Bogle (Charlton to Doncaster)
Bogle could have featured on this list after his underwhelming spell at Pompey in 2019, but his time at Donny is even-less eye catching. He's only made seven appearances for the club this term without finding the net, and has a record of two goals in 23 appearances for the club. (Photo by George Wood/Getty Images) Photo: George Wood