Ben Smith is correct to put aside the question of whether Obama possesses the ruthlessness required to run for president and instead focus on his strategy, "which hinges on a message of 'unity' that is as much in line with polling and message-testing as with his personality," and which has handcuffed him into an above-the-fray vagueness.
The most remarkable political triumph of this campaign was the Clinton campaign effectively defining Barack Obama's "new politics" as "not attacking Hillary Clinton by name." Obama, of course, could have defined the new politics however he wanted, from a focus on transformative policy to a willingness to call out the DC establishment. Instead, he let the Clinton camp define his message in a way advantageous to them. And given that his campaign has not been particularly bold on policy, he's been left with neither the rhetorical room nor the substantive beliefs with which to tackle the frontrunner. It was real incompetence on the part of Obama's handlers, and it's called into question his skills and, yes, ruthlessness, as a campaigner.