The British Empire provided the context in which both Winston Churchill and Franklin Roosevelt came to maturity and defined and aggravated their differences as national leaders. The chapter begins by comparing the shared beliefs and values of Churchill and Theodore Roosevelt on empire and race before showing how Franklin Roosevelt emerged from his cousin’s shadow to develop a hostility towards the British Empire inspired by genuine idealism as well as calculating pragmatism. It documents the tension between Churchill’s imperialism and his appreciation that American participation in the war was the key to victory, examining the differences between the two leaders before looking at their wartime relationship through the lens of their very different responses to events in the British Empire, especially in India. Churchill’s dispute with Roosevelt on the subject of the British Empire went to the heart of the relationship between a Democrat president who wanted to create a new world order imbued with American values and a Conservative prime minister who aimed to maintain the old world in all its glory. This disjunction threatened the stability of the wartime alliance.

The chapter sees India as a stain on Churchill’s reputation. As a young officer, Churchill spent twenty-two months in India, representing his longest concentrated stay outside of Britain, but his prejudice against Anglo-Indians meant that he engaged only with the elites of British India and remained isolated. The Empire and its permanence became the bedrock of a deep-seated conviction just at the time of India’s nationalist upsurge for self-rule and independence. He condemned the Amritsar massacre but thereafter opposed all ideas for Indian political evolution. The fact that he held no responsibility for India affairs apart from May 1940 to July 1945 did not stop him speaking about the subcontinent. His campaign against the India Act of 1935 was conducted at enormous political cost to himself and left the leaders of the Indian independence movement embittered, contributing to Hindu–Muslim polarisation. During the Second World War Churchill manipulated Britain’s response to the Indian independence movement, titling policy in favour of Jinnah and the creation of Pakistan. His response to the Bengal Famine has to be framed in terms of race.