The importance of a diverse leadership workforce has been empirically demonstrated for at least three decades, yet the leadership workforce is still predominantly white and male. Why is this? Programs and participants represented in this issue demonstrate that educational leadership programs can produce candidate pools that are more diverse than the teacher preparation programs at our own universities. They provide insight into how they did this and why it matters. Importantly, the studies in this issue also demonstrated that diversifying the pipeline is possible in diverse rural, suburban, and urban communities in all regions of the U.S.