If its that sort of land , get it ploughed end september and subsoiler or cultivated ,half worked while its dry ,Hmmm... I’ll give it some thought. Generally rely on a few winter frosts then tread lightly in the spring - winter/spring ploughing will often turn over an unworkable lump.
How do you put fert on ,as jamming about on stronger land ,you never get wheelings out in spring