re-adjust your sights a little, would be my first suggestion. Subsidies take months to sort out, not days. CPH numbers take 6 or 8 weeks, unless you say it's an "emergency"
tractors... well.... We've almost been in 12 months and don't have one yet. You can get almost everything done by contractors/neighbours in your first year. If he's never driven one before.... get a small open-topped one (with an anti-rollbar behing the seat)
If I were you I would read... read about land management, read about soil fertility, organic vs organic ish vs non-organic. Decide what values/principles you want to preserve/strive-for... then make a plan to match.
next, find the numbers of a couple of local contract farmers. If the grassland really is knackered then can you seed a nice herbal lay on one of the arable fields, then use one of the old pastures for fodder-beet for sheep winter feed? You'll keep a rotation going then.
I'm sure more advice will be on it's way