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Originally Posted by Big Band Guitar
Leave the holes alone and shape the pins to the holes.
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Ream the holes. You, OP, have the right tool to do the job.
As others have stated, use very little downward pressure on the reamer and as you get close, 1/8 turn, or less, of the reamer and check fit. Takes about 5 minutes for all six pin holes. Very easy to do. Don't assume all six pins are the same size.
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Once the holes are too big you can't go back.
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It is very easy to line the holes with a thin coat of epoxy or CA glue, let it harden, then re-ream to the correct size. Done it many times.