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He probably damaged the o-ring on the bottom of the sleeve. If you drain the coolant and oil, you could pull the head, drop the oil pan, disconnect the connecting rods from the crankshaft, pull the pistons, and then pull the sleeves to install new o-rings. I'm not familiar with that model of tractor, but you should be able to do that with the engine installed in the tractor. If the sleeves are bad, you could install a new sleeve/piston kit.
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'76 IH 1066 Turbo Diesel, '73 IH 766 Diesel, '72 IH 574 Utility Gas, '56 IH 350 Utility Gas, '46 Farmall H Gas, '08 Bobcat Toolcat 5600 Turbo
Nobody puts that "C" word in front of MY International!
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