Re the first point, that’s an issue with your system of democracy, (I agree that it’s stupid and outdated) again not an issue with Hilary herself.
I’m afraid I have to disagree with your second point, I think we fundamentally disagree on what democracy is. Electees are there to serve the people who vote them in, if the minority of those people want change then they need to convince the electorate, not the candidates.
For context, I think we probably align quite closely politically, I just feel your expectations are misplaced.