Several factors point to a Democratic victory in the next US presidential election, including success in the 2018 midterms, a series of state polls, and enormous rank and file enthusiasm, reflected in the large number of candidates who qualified for the debates. Still, the Democrats vastly underestimated Trump in 2016 and may repeat the mistake in 2020. Wishful thinking is not the only pitfall. Understanding the nature of Trump’s divisive personality, and the relation between that divisiveness and America’s politics, is still undeveloped. Here Max Weber’s theory of charisma may be helpful.