What must senior security leaders know about cyberspace to transform their organizations and make wise decisions? How does the enduring cyberspace process interact with and transform organizations, technology, and people, and, in turn, how do they transform cyberspace itself? To evaluate these questions, this essay establishes the enduring nature of the cyberspace process and compares this relative constant to transformation of organizations and people. Each section discussing these areas provides an assessment of their status as well as identifies key issues for senior security leaders to comprehend now and work to resolve in the future. Specific issues include viewing cyberspace as a new strategic common akin to the sea, comparing effectiveness of existing hierarchies in achieving cybersecurity against networked adversaries, and balancing efficiency and effectiveness of security against the universal laws of privacy and human rights.