Have a look at this excellent article from the  Economist. It takes apart, bit by bit, the Hillary campaign machine, and points to all of its malfunctioning parts that led to the biggest upset in recent American elections history.

To sum it up, Hillary lost because she was slow to grasp the formidable power of change versus the diminishing perceived relevane of experience, and because she lacked Obama’s vision in terms of using new media and the internet to connect, galvanize and rally supporters, and raise money.