School improvement planning that is guided through data-driven decision making has been recognized as a “best practice” among educational leaders for many years. Although national standards for school administrators routinely incorporate educational and information technology components, state boards of education do not currently mandate technology training for those enrolled in programs leading to administrative certification. As a result, many school administrators may not be adequately prepared to use computer and information technologies supportive of their roles and responsibilities. This investigation examined the perceptions and current technological literacy of individuals enrolled in a university-level Administrative Leadership Program. Research focused on the context of computer use for gathering, analyzing, and reporting school-based data that facilitate decision-making and continuous school improvement.