For cloud projects and IT projects to hit their targets for efficiency, productivity, and even cost controls, IT leaders should evaluate the assumptions that underlie their project planning. The IT infrastructure, starting with the operating system (OS) itself, needs to result from clear, intentional choices. There are four areas where IT leaders can start evaluating their current environment and choices and start defining an IT strategy that can help inform future projects and prepare for success in a way that is consistent and less difficult for teams to understand, and designed to achieve their specific priorities.