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Who is the undeniably worst general in the history of human stupidity?
My personal nomination is General William Elphinstone. He was put in charge of the British garrison at Kabul, and ended up with every British and Indian soldier (and women and children) massacred, in the most incompetent fashion possible.
To quote Flashman (it might be historical fiction, but its apt enough of a description):
"If you had taken the greatest military genuises of the ages, placed them in command of our army, and asked them to ruin it as speedily as possible, they could not - I mean it seriously - have done it as surely and swiftly as he did...But I still state unhesitatingly, that for pure, vacillating stupidity, for superb incompetence to command, for ignorance combined with bad judgement - in short for the true talent for catastrophe, Elphy Bey stood alone. Others abide our question, but Elphy outshines them all as the greatest military idiot of our own or any other day...".