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Granted, the Confederate Army DID live off the land while on Northern soil, and did help themselves to whatever they needed (hey, it was war and they were invaders),
I don't believe any large army to that point had ever lived off of supplies brought in from friendly territory while operating in enemy territory. Prior to rail networks it probably wasn't possible and I don't think anyone tried until forced to do so in WW1.
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He was offered command of the Union Army at the onset of the war so he could have been his counterpart. He made a bad choice.
Lee wouldn't have known what you're talking about. It simply wouldn't have occurred to him to chose sides based on who looked likely to win.
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"If they can't picture me with a knife, forcing them to strip in an alley, I don't want any part of it. It's humiliating." - windsock