George Will explains why President Obama is an outlaw in this article. He is an outlaw because he does what other presidents have done when they face resistance from the party that is not in the White House. They use executive privilege to circumvent political opposition. George Bush was very good at that game and so was Bill Clinton. George Will had no problems with presidential "lawlessness" when Bush was in office but he thinks that it is a very bad idea when a Democrat is in the White House. The Obama presidency has been very good for George Will's career. His job is to delegitimize Democratic presidents and his audience enjoys that game. This article was a winner. It was the most popular Washington Post article this week. Portraying Obama as an outlaw is part of the current vogue. He was accused of lawlessness on foreign policy by the Washington Post's foreign policy expert who specializes in finding faults in the president's foreign policy (Krauthammer).
I find it strange that Republican pundits attack the president when he aggressively uses executive privilege to do what they don't like, while they accuse him of being weak on foreign policy at the same. Somehow the aggressive outlaw is also a wimp. Propaganda works better when it is internally consistent.