when the blades of the bush hog, hit something solid and hard. the blades can instantly stop. and all the power / shock can be transmitted back to the gear box and tractor. the shear pin, is there to let the PTO shaft "spin" and bust cut/shear the bolt. so the power / shock can NOT be transmitted back to the tractor. and to protect the gear box on the bush hog.
as others have said, get to strong of a "shear pin" and you damage the gear box on the bush hog, or really get into some expensive repairs on your tractor.
if you go with a weaker "shear pin" the pin will shear way to quickly every time you hit something, and you will have to replace them non stop.
if you are replacing the shear pins non stop. maybe you are trying to run over stuff that you shouldn't be running over. and the rotatory cutter just not meant to handle. or you are running the blades into the dirt, or into logs, or rocks or something.
the manual for the rotatory cutter / bush hog or other 3pt hitch implement you are using will state what size "grade" of bolt to use as a shear pin.
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you can get "slip clutches" that can replace "shear pins" on some 3 pt implements. when slip clutches are properly adjusted, they can be a easy way to keep on going, without having to replace shear pins.
slip clutches when bought new, need to be "burned" errr allowed to slip. to remove the "new-ness off of them" so the operate properly.