Knowledge enablers exist at the organizational and project levels. There is, however, no meaningful means to measure organizational or project knowledge sharing. The need to understand the elements that enable this flow of knowledge is dramatically evidenced in information technology organizations in which insufficient knowledge sharing leads to intellectual capital loss, rework, skills deterioration, and repeated mistakes that increase project costs or failures. The goal of this chapter is to describe the relationships between knowledge sharing processes at the organizational—organizational learning enablers (OLEs)—and project levels—project learning enablers (PLEs)—with project success variables (PSVs).