This article outlines an approach to transpersonal enquiry and its application to coaching. It evolves from a personal journey (autoethnography) from the study of fine art principles towards the practice of transpersonal coaching and the actualisation of the theories and principles of transpersonal and coaching psychology respectively. The flow of the journey travels through an appreciation of the creation of art, how to understand art and what this may mean to the individual, the links to some psychological principles and the formation of a methodology which combines the learned elements for the practitioner/ participant (coach/coachee) to understand the self in their present condition.

Lewis Carroll’s books about Alice reflect the experience of coaching clients who go through the process of using creative activities in a coaching space. Like Alice, the client faces the known and not so clear, as the acts of creativity entwine the conscious and unconscious states towards journeyed resolutions. Creativity in coaching affords a chance to connect through the transpersonal self within and beyond an assumed life position. Clients work with creative acts surfacing their emotions, assumptions, perceived blocks, and opportunities moving between the edges of fatalism and agency. The creative process acts as a third position between the coach and the client, this helps the coaching client face what they may feel uncomfortable with and evokes curiosity that acts as a lens and mirror for personal examination. In conclusion, this paper argues that realisation transforms us, also in some cases transports us, transcending to another state, an acceptance of the self, future belief, and clearer purpose. In essence, agency is being able to move within your own dream, to become authentic and not to be caught in the dream of someone else, which eventually traps and confines us. Lest not be caught in the dream of the Red King.