Jacob Weisberg comments on candidate Hillary:

Yet Hillary does face a genuine electability issue, one that has little to do with ideology, woman-hating, or her choice of life partner. Plainly put, it's her personality. In her four years in the Senate, Hillary has proven herself to be capable, diligent, formidable, effective, and shrewd. She can make Republican colleagues sound like star-struck teenagers. But she still lacks a key quality that a politician can't achieve through hard work: likability. As hard as she tries, Hillary has little facility for connecting with ordinary folk, for making them feel that she understands, identifies, and is at some level one of them. You may admire and respect her. But it's hard not to find Hillary a bit inhuman. Whatever she may be like in private, her public persona is calculating, clenched, relentless—and a little robotic.
With the American electorate so closely divided, it would be foolish to say that Hillary, or any other potential nominee, couldn't win. And a case can be made that the first woman who gets elected president will need to, as Hillary does, radiate more toughness than warmth. But in American elections, affection matters. Democrats lost in 2000 and 2004 with candidates Main Street regarded as elitist and aloof, to a candidate voters related to personally. Hillary isn't as obnoxious as Gore or as off-putting as Kerry. But she's got the same damn problem, and it can't be fixed.