Montgomery was a flaming ass, egotistical to extremes not to be believed and crazy as a s***house rat. But he was probably the best British General of WWII or at least one of the best three.
Montgomery was pretty good at setting up "set piece battles", ie., at creating a battle where his forces could win. He was hampered by having fairly unimaginative and sometimes plainly incompetent British officers to work with, mediocre British equipment and training. His troops invariably were very big fans of his and he knew how to relate to troops. His weaknesses were that he wasn't great at improvisation and maneuver warfare - although sometimes its hard to separate out the fact that his armored formations were poorly led - and he would maintain that all had gone to "plan" no matter how ridiculous.
Montgomery was also fairly impossible to work with as a peer or superior. Market-Garden is rightfully counted as his failure because of his insistence upon beginning the operation despite bad airborne planning, poor support from air transport services and contrary intelligence. Another reason that the operation failed - or at least was undertaken with bad planning - was that the commander of the Airborne Corps US Gen. Lewis Brererton was incompetent and the commander of British airborne forces under him, Lt. Gen. Frederick "Boy" Browning, was not quite as incompetent but undermined by political fighting with Brererton.



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