Abstract
Implementing Cloud Computing technologies requires strategic planning by decision-makers to avoid the risks of adoption, and to gain full competitive advantage. Adopting Cloud Computing is a decision-making process that raises a number of critical issues for organisational management. This paper presents an Holistic Strategic Assessment approach that covers the five main contexts of organisations (i.e. Business, Technology, Organisational, Environmental and Human). This paper also provides quantitative evaluation based on the Balance Score Card (BSC) approach to measure the values of the proposed Cloud Computing transformation. This paper uses a case study method to achieve in depth understanding of Cloud Computing adoption inside Saudi healthcare organisations.