Wittgenstein’s philosophy is directly related to the semiotic discipline to understand the signs, their processes, and signalling. Wittgenstein’s nervous system was a semiotic model of control and power to make choices. To examine this critical question, Wittgenstein & Semiotics discusses the cultural climate of Wittgenstein to follow (or not) the classics, Saussure and Peirce. His word-play reflects historically how modern society transfigured the disasters of two World Wars into belief and action to meet with Wittgenstein’s linguistic reaction. Wittgenstein’s polemical style reflected the Zeitgeist of a new structure of writing philosophy based on the special force of semiotics. By coding and decoding one message to another, Wittgenstein saw how the exchanges of signs are carried out to renew cultural society. His linguistic sign functions in direct speech to interpret the structure of signs into the signification to the readers. Wittgenstein’s use of semiotics contributed to the cultural technique of the growth of interdisciplinary fields in scholarly disciplines, both humanistic and scientific, which Wittgenstein’s “free” speech enjoys today.