Your problem is the teeth of the starter drive are jamming against the ring gear teeth, both of which are probably getting worn. Replacing the starter drive will probably help, but if not you will need to either replace the ring gear on the flywheel or use a Dremel with a 90 degree adapter and a reinforced cut off wheel to reach in through the starter hole and reshape the edges of the ring gear teeth. I have done it using a small file, but that takes a lot of time. There will be 2 stretches of a few teeth each that are dubbed off due to the fact the engine almost always stops between compression strokes.
Loosening the starter bolts a round or so each will make it easier to break loose. Normally at that point you can turn the crnk to break it loose.
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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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