Traditional accounts of the Allied grand strategic debates during World War II stress the divergence between the American and British approaches to waging war against the Axis. In these interpretations, Roosevelt, Churchill, and their military chiefs were the primary shapers of grand strategy and policy. However, this chapter argues these studies have focused too much on certain figures and have relatively marginalized others who played crucial roles in shaping these debates. One of those comparatively overlooked figures was Henry Stimson, who was a vital player on the American side in influencing the politics of US strategy and pushing it toward launching a cross-Channel invasion of France. The Joint Chiefs of Staff were often internally divided over how to win the war and struggled to influence policy accordingly. The lack of focused political coordination between the War Department and the JCS made it difficult to convince Roosevelt to open a second front in Western Europe, which opened the door to following the British Mediterranean strategy for defeating Germany, starting with the Anglo-American invasion of North Africa.