Deans, associate deans, and department chairs in higher education institutions manage not only their departments' course offerings but also faculty and students who teach and learn both in person and online. Possessing a good understanding of how to plan, supervise, and evaluate online degree programs for maximum efficiency, optimum student learning, and optimum faculty support is imperative for these professionals. The purpose of this study was to investigate administrators' perceptions, attitudes, and experiences managing various online learning environments. A basic qualitative research design was applied to this study. Current and former administrators were invited to participate in individual in-depth interviews that were transcribed and analyzed for emerging themes. Results indicated that administrators need multiple levels of support, including supervisor's support as well as instructional and technology support, among others. It is concluded that administrators find themselves in "a continuum" in terms of the need for different types of support. Implications for further research are discussed.