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Work game deals with work conditions in the field of contemporary art, and the ambivalent position of artists as entrepreneurs of their own life. A set of questions is used to develop an associative field of connections and contradictions in response to desires, self-technologies, and (precarious) work settings. Tokens and visual structures help to transpose isolated thoughts into multilayered temporary maps. Results enter the game’s account as well as a “work game diary”. Basic idea of the game is to generate an intuitive, intimate knowledge about dynamics and desires in the work process; to visualize structures of thought that cannot be expressed in a linear way, but nevertheless play an important role for our way of dealing with the work conditions we set up or respond to.