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It's important to keep an eye out on who Obama is appointing to secondary leadership positions. Obviously, he wants to avoid the mistakes of the Clinton transition by initially surrounding himself with experienced hands. However, he is also creating a 'farm team' of more left-leaning appointees who, in a few years, will have the administrative experience to effectively take charge.
As always, Obama is thinking long-term, and to achieve that end, he is not afraid to piss off the armchair strategists and moralistic ideologues in the short-term. After all, he did it all through the election, and reality has given him no reason to start listening to the 'advice' of internet bloviators.