<p>While James Gibson is often seen as rebelling against the Gestalt psychologists of the Berlin School, he shared their “phenomenological attitude”: the commitment to taking a rigorous description of direct experience as data for psychological theory to explain. This paper argues that while Gibson rejected the Gestalt school’s neurocentric explanatory theory of why things look as they do, he largely accepted their descriptive account of how things look. This suggests a path toward an ecological theory of insight in problem-solving. If Gibson could adopt the Gestalt descriptive account of perception to develop a theory of direct perception, an ecological psychologist can adopt their descriptive account of insight to develop a theory of direct insight. To this end, this paper reconstructs the rich descriptive account of insight from Wolfgang Köhler’s Mentality of Apes, focusing on the gradual, hard-won achievements of insight in problem situations marked by an impasse. From this account, it proposes general concepts—such as experienced structural troubles, gaps, and fittingness—that describe how the immediately experienced structure of a problem situation can guide and drive the process of discovering a solution. Finally, it defends the viability of this approach by arguing that the transformational aspects of insight can be reconciled with Gibsonian realism.</p>