Over the last 30 years, Professor Simon Dalby has been a pioneer in the field of critical geopolitics and specifically in environmental security and latterly Anthropocene geopolitics. Our conversation is an opportunity to reflect on how his academic and public-facing interests have shifted due to circumstances and events such as the end of the Cold War, the War on Terror, financial crises, and epidemics, including the COVID-19 pandemic. He has not hesitated to critique those who peddle geographical and ecological simplicities. Professor Dalby’s concern with how the geopolitical world of nation states and borders sits awkwardly and violently with planetary boundaries, systems and thresholds remains undimmed. Is he optimistic about our common future?