The stability of the Earth’s ecosystems, and hence the future of the human species, depends on people recognizing and responding to multiple, cascading social and ecological crises that can easily overwhelm our imaginations. We need to cultivate restless and relentless minds to deal with unprecedented analytical questions and moral challenges if we are to go beyond the failed approaches of our current politics. This requires a sense of history deeper than we typically see in current debates. Since the advent of agriculture more than 10,000 years ago, humans have been a “species out of context.” That awareness will help us formulate “questions that go beyond the available answers,” which are necessary if we are to fashion effective responses to the crises. In this presentation, Robert Jensen highlights a half-century of work by one of his elders, Wes Jackson of The Land Institute in Kansas (USA), to suggest approaches to analyzing the threats at this moment in history. This lecture draws on Jensen’s 2021 book, The Restless and Relentless Mind of Wes Jackson: Searching for Sustainability (University Press of Kansas) and a forthcoming book co-written with Jackson.