In the wake of the Internet revolution, there was time to be saved and dollars to be made by organizations that seized the potential of electronic communication. In the ensuing race to harness the Internet to reach a mass customer base, enterprise systems that were not built for an Intenet-like paradigm were only partially adapted to work with the World Wide Web. And today, seven years into the new millennium, those 'modern organizations are still behind the curve in terms of information flow. The problem is the absence of an automated information flow approach that lends itself to cach organization's unique processes, rendering them seamless. Structured Information Flow (SIF) is such a framework that structures the end-to-end Information flow of an organization, from initial input, to processing, to the final Output. SIF utilizes the organization's reporting structure in order to create an intelligent model of its automated information flow infrastructure. This way, it is preserving and yet automating ail organization's processes, making the approach simpler, intuitive, and acceptable to organizations. SIF models Information flow in a manner that seamlessly integrates input from and Output to the external domain with the organization's internal processes. SIF utilizes Information Labeling along with a set of Rules to fully automate the Information flow between the nodes. Information and Nodes are the two basic components of SLF-;, any change in either of the two, known as an (11011, Causes the State to change, known as state transition. The events and the transition occur when there is any change in the organization, such as Information exchange. This body of work also includes a theoretical model in([ a visual representation schema to cornpactly and completely capture the events and state transitions in SIF