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if we are speaking about the shear pins on the tines, the ground is the problem and you need to begin your first pass on a more shallow setting and progress to a deeper setting gradually. if we are speaking about the shear pins on the tires w/o engaging the tines then these should not be breaking and I recommend that the tiller be examined by an authorized dealer.
There is a SHEAR pin that could also be broken. It's there to protect the sprocket from breaking in the event of hitting a rock or something large while tilling. You will have to go to the MTD website who makes Yard Machines, to get the directions on changing the pin or the chain whatever the case may be.