Walking with Wordsworth is an interdisciplinary approach to leadership development that focuses on leadership as purpose. The romanticism of Wordsworth’s autobiographic poem, The Prelude, is a most applicable catalyst for examining a ‘leaders’ sense of purpose. Detail of the activity of walking in Wordsworth footsteps is outlined: a physical and metaphoric journey. Many managers have been struck by an engagement with the poetry set within the authentic context of the Lake District stimulating reflection on their own journeys and the sense of purpose and vocation. The chapter explores the opportunities of weaving literature, context and leadership development together.