He would, of course, target cities, and by the very fact of targeting large concentrations of population, he will in fact kill mostly Clinton supporters.
If Kim Jong Un has his druthers, he would likely do the most damage to the US if he hit New York. Secondly, with much of the internet and high tech concentrated in San Francisco, that would also be a desirable target. He might also hit Washington DC, though I think it would have the opposite effect that he thinks.
Kim Jong Un isn't going to have very many weapons to use, and that's if they even work, which I am inclined to think they probably won't.
A nuke on a ship in the Atlantic, fired by missile over/toward N. America, exploded 250 miles up, could ‘fry’ the grid for much of the Eastern US.
Many assumptions but the largest being, this is done outside of NA airspace so as not to trigger an early intercept by US space defences. Ideally (for the Norks), a nuke could be launched that would explode near the centre of the US, destroying all the grid in the US.
They are not interested in ‘winning’ a war because they know they can’t, only in taking the US with them in destruction.