I have an 886 I love as a chore and hay tractor. It might be bigger than you want but you mentioned the 86 series. It has a dry clutch that is assisted. You can push it in or have it hold when the time is off, it's just harder. It does have wet brakes and full hydrostatic steering. Those go away with no engine, but a diesel isn't likely to stall for the reason you had with yours. They usually run badly before a filter is plugged enough to shut her down. I use an old Farmall M for grinding feed. It has mechanical brakes. I wouldn't want to trust them on hilly anything with something behind me. I've never seen mechanical brakes that were as good as hydraulic. They may be out there, but they aren't on this farm.
I just mowed, raked, and baled a new property - one time thing for surveyers. It was white knuckle steep. The kind where you have to brace yourself in the cab to stay in the seat. I have the tires on the 886 set wide and filled. Even with the cab on it the center of gravity vertically is 40 inches so it is below me a ways. Check with the Nebraska tests to find out the center of gravity on one you are considering.
I'm a red guy at heart but run green for tillage. I like both. Just find one that makes you comfortable, set it wide and weight it down so you don't lose traction.
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