Cognitive Semiotics provides a frame through which we can explain how the mind makes sense of the world through a mediation of its structures and how the world and its inherent structures are mapped onto the mind. The dialect of experience and structure are what forged the cognitive niche that humans inhabit.Evolutionary Semiotics indicate that the emergence of the modern mind came about through the mediated world and multiple theories support Peircian semiosis. These are grounded in his typologies. Stages, subdivisions, epochs, modeling system, and mimesis theories all argue that from proto-semiosis to full blown semiosic capacities, the modern human mind established its relationship with the world through environmental bodily interactions. This interactive property via iconic, indexical, and symbolic organisations of the perceived world, underlines the pragmatic value of Peircian typology, but also supports a need to see structure as imposed (read empirical) rather than organic.Kull’s mereological development of the sign suggest that intermediaries excluded from the typological organisation could explain such false assumptions. Kull’s Emon reveals the value of emotion and imagination, an essential human trait. Considering imagination as a central semiotic feature, rather than a possible context causing the interference of realism reference, structural elements of narrative, metaphor, and feeling can ironically bridge the divide between pragmatism and structuralism.This paper proposes the typology of sign and the emergence of sign-meaning via evolutionary and cognitive semiotics. Fitness will define the Peircian object via a structural-pragmatic evaluation of imagination and metaphor to further support its claims.