The article attempts to analyze some factors that, in the author’s opinion, may more or less significantly affect the fate and prospects of D. Trump and his legacy – a set of ideas, program guidelines, forms, methods, means of restructuring the socio-political life and the power system of the United States, which became known under the collective name “Trumpism”. The main attention is focused on substantiating the thesis that the victory of D. Trump, who in the context of the political realities of the United States could be regarded as an outsider, in the presidential elections in November 2016, was not a historical accident, but a natural result of deep shifts in infrastructures of the American society. After analyzing the objective and subjective factors of the struggle for power and the right to choose the paths and prospects of the socio-historical development of the United States between Trumpism and the political platform of J. Biden, the leader of the Democrats, it was concluded that all possible attempts to neutralize and push the Trump legacy to the periphery of social and political life appear to be insolvent. The author sees the essence of the problem in the fact that in the presidential elections of both 2016 and 2020 it was a question of voting for/against not just specific candidates from the Republican and Democratic Parties, but under conditions of a deep crisis, in support of or against the program of social and political development of the country. In the 2020 elections, D. Trump and J. Biden were viewed by the majority of voters as symbols of defenders and opponents of the dominant political, intellectual, media establishment, as well as the so-called “Washington swamp” and a “deep state”. Since the factors that prompted 74 million Americans to vote for Trump have not disappeared, the Democrats led by J. Biden will have to rule America with these realities in mind.