Assessment is one of the most important parts of the education system. The effectiveness of teaching and learning needs to be assessed so that all parties involved in this system can be improved. When “Assessment” is powered with technology and named as “E Assessment”, generating the data to make the necessary improvements in education gets easier. However, as is the case in other fields, technology brings risks and challenges along with its indispensable benefits. This paper provides insights about success factors that are extracted from the literature and validated through a Delphi study. With the participation of eleven experts in two iterative rounds, in addition to the success factors, practicable solutions to achieve success are also collected. The decision makers who plan the implementation and administration processes of E Assessment can consider the proposed key success factors and the practicable solutions when allocating resources.