In this chapter we will look at users’ taking action processes in Semantic Work Environments. We argue that the underlying motivational problem between vast semantic potential and extra personal investment can be considered as a “Semantic Prisoner’s Dilemma” that builds on two competing value perspectives: The micro and macroperspective. The former informs a user’s decision for action, whereas the latter informs a designer’s decision for offering services. An in-depth analysis of the term “Added- Value” reveals its double relativity, which allows a sophisticated evaluation of such services from a microperspective. We use this property of double relativity for suggesting the “Added-Value Analysis” as a design method for getting people into Semantic Work Environments—showcasing its strength with a description of CPoint and ConneXions.