This paper provides an overview of John Dewey's ecological psychology and his basic concepts: experience, inquiry, and habit. The concept of habit, which is particularly relevant in understanding problem-solving strategies, is further explicated on the basis of Gross's (2009. "A Pragmatist Theory of Social Mechanisms." "American Sociological Review" 74: 358--379) conceptions of habits by way of an analysis of an action learning case study. It is argued that a deeper understanding of Dewey's ecological psychology, and the application of his concepts, may assist action learning practitioners to better understand why problems arise and how people solve them habitually, and thereby enable us to ask questions that can foster double loop learning.