Should we draw an analogy between Shakespeare's tyrants--Richard III, Julius Caesar, Macbeth, and King Lear--and Donald Trump? In Shakespeare and Trump, Jeffrey Wilson applies literary criticism to real life, examining plot, character, villainy, soliloquy, tragedy, myth, and metaphor to identify the formal features of the Trump phenomenon, and its hidden causes, structure, and meanings. Wilson approaches his comparison prismatically. He first considers two high-concept (read: far-fetched) Shakespeare adaptations penned by Trump's former chief political strategist Steve Bannon. He looks at University of Pennsylvania students protesting Trump by taking down a monument to Shakespeare. He reads Trump's first 100 days in office against Netflix's House of Cards. Wilson also addresses the summer 2017 Shakespeare in the Park production of Julius Caesar wherein an assassination of a Trump-ian leader caused corporations to withdraw sponsorship. These stories reveal a surprising--and bizarre--relationship between the provincial English playwright and the billionaire President of the United States, ostensibly a medieval king living in a modern world. The comparison reveals a politics that blends villainy and comedy en route to tragedy.