As organizations continue to move toward digital transformation, the challenges they face are evolving. True transformation requires exploring new ways of doing business while reducing cost, increasing efficiency and realizing a greater return on investment. Cautiously navigating these new frontiers, we must remain aware we may also be increasing our risk as networking, data requirements and delivery become more abstract. Our infrastructures are becoming more complex, often relying on external dependencies. As we proceed, some legacy problems will disappear from view, some will remain, and some new challenges will come clearly into view.