The school principal is the key factor affecting the successful integration of technology. The purpose of the study was to examine leadership styles regarding the implementation of instructional technology. The premise guiding the study was the role of twenty-first century instructional leaders as change agents who ensure the successful integration of technology across the curriculum. A qualitative comparative multiple-case study was comprised of six elementary principals. A case study design was conducted to examine the leadership perspectives of six principals that support technology for learning. In addition, the researcher attempted to identify areas in which technology has been integrated to maximize learning. Further, the study probed leadership practices in six cases across three types of settings: Blue Ribbon/Title I/schools attaining AYP. The results underscored the need for professional development to guide principals in the integration of technology and several characteristics identified.