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I think there are two different types of taper fitting if I am not mistaken. One type uses a pair of wedges which are hammered in to force out the taper, the other type is just friction fit. If you are having difficulty removing the chuck from the taper it might just be easier to buy the chuck with the taper already fitted. This is what I did with my last drill press as the old chuck was junk and the new keyless quality chuck transformed the machine.