Transfer of modern technology (ToMT) including upgrading/alterations/additions (As & As)) through individuals’ organizational effectiveness of training (EoT) in the Omani ships’ repairs environment (OSRE) remains a challenging issue, particularly with regards to the future of on-going projects such as ships/maritime materiel, infrastructure and platforms that continue their operations for many years after acceptance dates. ToMT/upgrading is done to enhance the capability of the whole dockyard/navy through a predetermined arrangement, involving many areas of interest such as the knowledge, competencies and skills (KCS) of the indigenous workforce to support the capability. Typical examples that can drag/slow down the modern KCS development of the indigenous workforce are to fully depend on the outside contracts, manpower substitution, external organization and institutions to do the work, which can also be expensive in the short and long-term. Technology transfer requires a high level of commitment and expertise from both the technology provider and the recipients/owner/indigenous workforce. Intellectual talents are a decisive requirement, followed by financial resources, particularly when major contractual projects and long-term relations are involved. This literature review and methodical study endeavoured to draw previous experience of the organizations under study, including the Omani Dockyard, to understand the current situational readiness of knowledge, competencies and skills (KCS) in single- and double-loop learning. The KCS are valued by emphasising the need for force for direction, force for efficiency, force for proficiency, force for innovation, force for concentration and force of cooperation as ‘a system of forces’ and also the effectiveness of training, to deliver overall Organizational Performance. The study begins by significantly and initially forming a model to introduce the determinants for the subject of study, followed by a critical literature review on ToMT and the determinants of the model. The discussion and conclusions are intended to outline the method that enhances readiness for new technology. The main contributing factors are the know-how to develop expertise and transfer KCS in the workplace. This study has determined the collaborative value of the current business to see whether future acceptance of new knowledge or technology transfer can be entertained.