This chapter looks at how and why Churchill has become such a divisive figure. It opens with a description of recent debates in the public discourse and on social media. It then briefly discuses Churchill’s reputation during his lifetime before recounting the role that he played in shaping his own legacy through his words, written and spoken, and through the creation of his archive and official biography. The authors then examine the long and complex historiography of Churchill, highlighting some of the most significant challenges to the dominant Churchillian narrative. Particular attention is paid to the more recent politicising of Churchill as a result of debates over Brexit, empire and race.