The pragmatic philosophy of William James and the analytic psychology of Carl Jung share many common characteristics. This article compares the Jamesian and Jungian perspectives on two issues central to the designs of each thinker: (1) the nature of the psyche and (2) the theory of knowledge. Attention is given to the ways in which Jung's personality theory gives expression to a philosophical position very similar to that developed by James. Jung himself did not systematically articulate the philosophical foundations of his personality theory. James's work provides valuable insights into these philosophical underpinnings. Potential benefits for the academician and practitioner are discussed.