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No, he had a rather comfortable situation. Lots of money he could spend + the FED increasing the money supply in an unprecedented way + the media supporting him whatever he said or wanted to do. He had a majority in both house and senate until November 2010 and didn't use it. That he didn't have a majority afterwards was a consequence of his policies.
When Obamao took over the wars in the Near East were practically over. He reignited it by pure ignorance by withdrawing troops prematurely and by playing around in Libya.
But you're right. It's hard to compare Presidents due to different circumstances.

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