Great question! I wish I had seen it sooner. A lot of it depends on Hamilton's origins. He was born into a merchant family living in the West Indies and moved to mercantile-Dutch New York. Since the US does not have an agro-commercial society anymore, he would have to make his living through his other skills as a Wallstreet broker. He would certainly be living at the center of power and money and would probably still find his way into being the Secretary of Treasury again after making his fortunes. I think he would support either party since both receive equal contributions from the fanancial industry. The Democrats are coy about publicly being seen associating with Wallstreet leaders, so he might have to identify with the GOP due to this simple, pragmatic reason.