This paper is intended as a companion paper to two others focused on the links between Pragmatism and George Kelly’s theory of personal constructs: Butt’s discussion of George Herbert Mead (1863-1931), and McWilliams’ account of the ideas of William James (1842-1910). Given that much of what has been said about Pragmatism and PCP in these last papers, and also in Warren applies almost equally to Dewey, the present paper attempts to present a different perspective and to highlight lesser known matters that are hopefully not only interesting in their own right but also raise similarities and points of contrast between the intellectual careers of Dewey and Kelly. Thus is here presented a discussion of some aspects of the ideas and career of a thinker long identified with North American Pragmatism, in the light of Kelly’s comment that Dewey’s “philosophy and psychology can be read between many of the lines of the psychology of personal constructs”. The discussion is necessarily selective, and in the context of a focus on the historical and theoretical origins of PCP. Its aim is to provide a fuller sketch of the wider climate of ideas to which both Dewey and Kelly were subjected as their scholarly work and their careers developed.