The TA detent roller behind the dash might need to be lubed up. Shine a bright flashlight in the TA lever slot and you will see a roller under the TA lever. Shoot penetrating oil down in there and then work the lever up and down.
The shifting problem sounds like linkage under the cab floor needs to be freed up and lubed. The linkage inside the transmission cover probably needs to be replaced. I wouldn't say the 1086 had terrible clutch, TA, transmission problems. My 1086 has 17000 hours . I bought it new so I obviously know it's history. It is not a perfect tractor, it's been apart a few times, but it is far from troublesome. It does need a new clutch every 5000 hours, I wouldn't call that a weak spot. The shifting linkage in the tranny cover has been replaced twice, that adds up to 8000 hours of life for the shifting linkage and I could have gone another couple thousand hours before replacement but I don't let things go that far. It sounds to me like your 1086 has been sitting around for awhile and some linkage rusted up. Pull the floor out of the cab and play around with the shifting linkage. That will give you an idea of what you are dealing with.
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