Among Hitler's mistakes was his belief that Germany's skill, including military skills, and will power freed him to launch his war of territorial expansion in Europe. Hindsight tells us that the German nation would have fared better if he had held to the gains he had made before September 1939. He could have chosen patience and negotiations to undo what remained of the Peace Treaty of 1919. But that was not Hitler. He wanted to undo the humiliation of 1918. He was not a temperate or patient man.
Hitler misjudged the Soviet Union's power, claiming that kicking in its door would bring of the whole rotten structure crashing to the ground.
He had an overblown belief in his abilities and assumptions, and he lacked a good gambler's ability to realistically assess. This contributed to a lot of mistakes commanding Germany's war effort following the invasion of the Soviet Union -- a popular subject on the internet.
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