Regardless of size and sector, organisations in today’s market are rushing to join the journey of digital transformation. Empirical studies, opinion pieces and publications from practitioner outlets present recorded benefits of digitalisation from well-known traditional businesses that chose to adopt the use of IT to radically change the way they do their businesses. A closer look into the findings of these studies reveals that success from digital transformation endeavour is realised when firms manage to make necessary adjustments to their business and IT strategies, organisational structure as well as their processes. Recently, public organisations found themselves under pressure from political leaders and citizens to digitally transform the provision of their services. However, the majority of digitalisation initiatives fail to produce the anticipated results. Building upon findings of previous studies and data collected from 12 interviews with leaders in public organisations, this study presents a list of factors that could determine the success of digitalisation in the public sector. The findings could be invaluable for public organisations as they attempt to realise the value from their digital transformation initiatives.