Just speculative on my part but aside from the whole military or not aspect, I kinda think the the NK leader would hit whatever he is capable of hitting that is tied to US interests or allies. Maximum number of casualties possible being his goal. He is not stupid enough to believe his country wouldn't be destroyed if he attacked the US, our territories or our allies. If he could hit DC or NY, he would be singing that tune as well, and if he could hit DC, I suspect our political leaders would be much more engaged in finding a solution, whether diplomatically or militarily. Although at the rate things have been going for several decades, if nothing is done to nip this in the butt, he will have the means to do just that.