Axe restoration (2lb Dayton?)

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You won't be able to maintain enough downward pressure when pulling the file towards yourself. I suppose you might be able to make some progress pushing away from the bit (as if filing from the camera angle in the photo above). But your best off being right on top of the bit and pushing into it. You want to lean over the bit so that your upper body mass is directly above the work. Then push the file with a rocking motion of your whole body that initiates in your legs. There is very little arm movement in proper filing.