This research posits that enterprise-wide information technology (IT) innovation initiatives in uncertain economic times amplify the need and importance for decision makers to systemically evaluate their organization’s capabilities, competencies, and potential risk areas that could either accelerate or impede adoption and implementation. The purpose of this research is to develop a theoretically-grounded, conceptual framework of healthcare enterprise readiness for IT innovation that will aid health IT decision makers with this complex task. We study this in the context of mobile computing which is poised to fundamentally transform healthcare delivery by improving patient care and lowering costs. Preliminary findings of our multi-phase exploratory empirical study with healthcare CIOs reveal the relative importance of several key assessment dimensions and indicators. Our research has important implications for both adopters and providers of health IT and contributes to our broader understanding of IT-enabled transformation of healthcare.