One of the bummer about converting round to square is that you loose a good portion of your cutter if you lessen the top plate angle, which I do because it holds up better in hardwoods and for work chains.So finesse and no fatigue is key when using a file? I like it! I've never converted round to square myself. Though I've often thought it wood be easy to do with a grinder, and like you said. A little at a time. Makes sense to me!
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The way Mike is describing is the best way to not waste the cutter and thus get the most usage out of your chains, and to get a fast efficient & very smooth cutting chain.
I have a few more square chains to grind, if I remember I'll grab a round chain and take some pictures converting a cutter over to what I like for a work grind. I'd much rather grind them with the price they are getting for files right now, it's ridiculous how much they've gone up, sure hope it's transitory