Put fluid in all 4 tires. Or cast weight if you can find that.
Run the axles out wide.
I round bale my road ditches with a Ford 7700 - tall heavy tractor similar to your JD. Very stable with the fluid.
My Ford 960 has an aftermarket wide front, and again fluid in the rear tires. I use it to mow and rake those same ditches. Very stable tractor.
You need to weight them down right, makes a world of difference. Think you got good machines already, just need to weight them down.
Use the real salt solution or good cast iron, the CC stuff is a very heavy salt solution over 11 lbs per gallon and actually adds weight. I'm not a fan of using light-weight antifreeze or wiper fluid that can be under 7 lbs per gallon - it's not nearly as heavy per volume. Doing it right makes a world of difference.
I have a Ford 5200 which is a similar tractor to the 7700 I have, no fluid in the tires and it is worlds apart, I can feel the difference, I understand your concerns.
I think weight on what you have, done right, will be better than buying a different tractor. You got 2 good machines there. I am on hilly ground, do hay on road ditches and water ditch, I do understand leaning a tractor.
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