You can't see or squirt what needs to be seen and squirted through the inspection hole.
You do NOT want to squirt slippery liquid on the clutch disk or flywheel anyway!!! You'll go from the clutch never releasing to the clutch never grabbing!!!
The problem is most likely, that rust has formed between the clutch disk and the flywheel. It won't pop loose on its own sitting there. You need to drive the tractor around with the pedal down and hit the breaks to pop it loose.
If that doesn't work, it's either rusted very badly, or the pressure plate has failed. You can see/squirt the pressure plate through the inspection hole, but that's not gonna fix it.
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Today's Featured Article - Upgrading an Oliver Super 55 Electrical System - by Dennis Hawkins. My old Oliver Super 55 has been just sitting and rusting for several years now. I really hate to see a good tractor being treated that way, but not being able to start it without a 30 minute point filing ritual every time contributed to its demise. If it would just start when I turn the key, then I would use it more often. In addition to a bad case of old age, most of the tractor's original electrical system was simply too unreliable to keep. The main focus of this page is to show how I upgr
... [Read Article]
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