What I did in my former holding was agree with a local farmer that he would grow a crop of barley and undersow it with grass seed. He left me the straw bales for free and took the grain away. Then he put sheep on it to ted the grass and paid me a weekly rate per head but it left me lovely grass with strong roots rather than dug up by vehicles or larger livestock (I have ponies and he also has cattle).
Not sure if the timescale or farmer availability is right for your situation, I'd have problems doing it here because the paperwork hassle of shifting sheep on and off my holding is too much for the nearest sheep neighbour. But it would save you the cost of bringing in a contractor, you'd get a decent hay crop next year and some transition income for this season which would otherwise be just outgoing costs and waiting.
Can't answer the rest, but hope it works out for you. I wish I had the arrangements here that I had with the 2 neighbouring farms in the last holding, just without the immediate nasty neighbour that was one reason for moving out, the other being availability of a holding with a dwelling on it
