This essay will discuss Checkland’s theory (1991) which states that: “We see in the world many examples of sets of human activities related to each other so that they can be viewed as a whole.” This is a very famous quote made by an eminent British Management guru ‘Peter Checkland’. This quote is very relevant in the context of this report as one could easily observe that in the analysis of a large technologically driven learning environment, there are many layers of complexities that house a lot of human activity systems. This set of activities according to what will be critically discuss and debated in this paper includes knowledge management and environment, intellectual capital and social capital, communities of practice and soft system thinking.”Everybody discusses knowledge management (KM), but how can it be used and how can we successfully apply it?” Greener et al (2007). Strategic knowledge management is relatively a new academic stream that deals with the strategic treatment of knowledge management practices prevalent in today’s academic world. We are living today in an information and knowledge-starved world. Since this essay want to discuss the relationship between strategy and this set of human activities mention above, firstly it will be of interest to introduce basic terms and definitions by different authors that will be used in the rest of the paper. Accordingly, as a term “Management” it implies that KM is the ability of the organization to react and act with interactions with the organizations (Macharizana, 1999) as quoted in Greiner et al (2007). The importance of both these ‘intellectual’ items have increased manifold in recent decades. Every giant corporation of our world today is emphasizing more and more on the development of intellectual capital. Knowledge management has emerged as a management concept that encloses a range of strategies and practices within itself in a company to identify, create, represent, distribute, and enable adoption…