Is there any advantage or disadvantage to using square ground chain for milling? I'm about to buy a grinder and I'm thinking it might be a square version. I can file a chain plenty well but the time to file long chains and especially long damaged chains is a bother.
I don't personally think it's a good idea. The reason why is that square ground chain will go dull the fastest, even though it is the sharpest chain in clean wood, the square corner will dull quickest if the wood is not clean.
When you are milling, your milling logs that have the bark on them, typically, and that will dull the square ground chain.
Right now I'm using hand filed round chisel with standard angles. I've used 0 degree ripping chain in the past and though it gives a smoother finish I think standard round chisel is faster and the finish is good enough.
You should try the square ground for yourself. You'll see that it goes dull very fast. I do use square ground chain on clean wood, and when I say clean, the bark has been removed, the sides milled flat, and the live edges drawknifed to take the cambium layer off. This is not the type of wood you find to mill.
I honestly believe that some fleam is good, and fleam is the the outcome of filing at an angle, or IOW, crosscut vs. rip. Since you see a better cut with a normal crosscut chain, I think your seeing the benefit of having some fleam on the cutter. This is also true of handsaws, where some fleam helps in various woods, and especially hardwoods. What type of wood are you milling?
One thing that might be worth trying is to use .325" pitch, if your using .375" pitch now. The spacing of the cutters are closer together, which will act as smaller teeth on a handsaw. In days of lore there were a lot of folks that filed their joinery saws (i.e., a Dovetail saw) with fine crosscut teeth, while in modern times people mostly use rip. The smaller pitch might show better results, would be worth a try. The bottom line is that it is best to use rip chain for ripping, and crosscut chain for crosscutting. At least I am a big advocate of that with all saws in general. I would look into why the rip chain doesn't cut better for you, could be to do with pitch and/or RPM, a different rim could show better results.