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 - Harvestin Hay: The Early Years (Part 2) - by Pat Browning. The summer of 1950 was the start of a new era in farming for our family. I was thirteen, and Kathy (my oldest sister) was seven. At this age, I believed tractor farming was the only way, hot stuff -- and given a chance I probably would have used the tractor, Dad's first, a 1936 Model "A" John Deere, to go bring in the cows! And I think Dad was ready for some automation too. And so it was that we acquired a good, used J. I. Case, wire tie hay baler. In addition to a person to drive th
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