The landscape of organizational operations is significantly influenced by digital and cloud transformations. In the context of organizational evolution, the integration of new paradigms such as cloud transformation becomes imperative. To remain competitive, businesses need to implement novel forms of collaboration and leadership, emphasizing adaptable organizational structures. This shift underscores the importance of clear delineation of positions and responsibilities, as well as an understanding of individual motivational preferences. The amalgamation of digital and cloud capabilities is crucial in meeting the evolving demands related to business strategy, customer experience, cybersecurity, and data security. In this dynamic environment, continuous changes and emerging requirements in technology, people, and processes necessitate a more dynamic and flexible assessment instrument to address iterative transformation needs within the enterprise infrastructure.