I would agree with you. You are having so much trouble bleeding the thing I think you have had a master cylinder leaking for some time but still working. Then the slave cylinder failed. This is what lost you your pedal. So you fixed the master cylinder and not the slave cylinder. So now it is slave cylinder repair time. I would take it apart and see if you can match some automotive parts to it. The JD kit is outrageous in price.
As far as the Hi Lo lock out. I have not had many issue with them. They usually are fairly trouble free. You can plug it off and it would just be like a tractor with out that option.
I would just rebuild the slave cylinder and then try to bleed it like I out lined. Something to do to is to bench bleed the slave cylinder. Basically just fill it with fluid on the bench. You still will have to bleed it in the tractor but you will save a bunch of pumping this way.
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Today's Featured Article - Timing Your Magneto Ignition Tractor - by Chris Pratt. If you have done major engine work or restored your tractor, chances are you removed the magneto and spark plug wires and eventually reached the point where you had to put it all back together and make it run. On our first cosmetic restoration, not having a manual, we carefully marked the wires, taped the magneto in the position it came off, and were careful not to turn the engine over while we had these components off. We thought we could get by with this since the engine ran perfectly and would not need any internal work. After the cleanup and painting was done, we began reassembly and finally came to t
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