Josh's article mentions a old analysis he did on the prospect of a Hillary run for Pres in '04.  His analysis was spot on - in 2002 she was divisive candidate that needed the deep-blue NY playing field to get into the Senate.  Unfortunately, Hillary appears to have not let this truthful analysis deter her from running for Pres in '08 (when it would be 'easier', without incumbent POTUS or VP), or divert her to more productive goals (such as becoming a strong liberal/activist legislator and leader in the Senate, like Teddy Kennedy). 

Instead, she appears to have tried to break through every legitimate obstacle Josh mentions, but in a way that fundamentally undermined her reason for running, e.g., she realized that she was seen as too liberal, so she pushes for anti flag burning amendments and votes for the Iraq war.  Then at some point her inability to admit an error kicks in and she doubles down on anti-Iran votes, and generally acts (and campaigns) in  a way that is simply not worthy of the large army of devoted followers that she had genuinely earned during her time as First Lady.   A tragedy of Shakespearian proportions.