This paper is an investigation and exploration of the web phenomena Web 2.0 and its emergence from the Social Software movement and continuing evolution into its business version, Enterprise 2.0. With these emergent technologies, application, development environs, and services being given recognition by organisation for the potential as a business tool to aid collaborative working. This recognition is further supported through commercial interests and reactions to Web 2.0 of significant IT players. Evidence is further provided through the actions of a range of service and software providers, with have witnessed a series of acquisitions, both large and small, and larger mainstream software and services companies including Web 2.0 concepts or jargon in their products and services. But what is the practicality for organisations who want to adopt or adapt Web 2.0 into working and workable Enterprise 2.0 solutions and there mainstream activities.