This book critically examines the interplay between digitalization and sustainability. Amid escalating environmental crises, some of which are now irreversible, there is a noticeable commitment within both international and domestic policy agendas to employ digital technologies in pursuit of sustainability goals. This collection gathers a multitude of voices interrogating the premise that increased digitalization automatically contributes to greater sustainability. By exploring the planetary links underpinning the global digital economy, the book exposes the extractive logics ingrained within digital capitalism and introduces alternatives like digital degrowth and the circular economy as viable, sustainable paths for the digital era. Through a combination of theoretical reflections and detailed contextual analyses from Italy, New Zealand, and the UK—including initiatives in participatory planning and technology co-design—it articulates the dual role of digital technology: its potential to support socio-economic and environmental sustainability, while also generating conflicts and impasses that undermine these very objectives. Offering fresh insights into power disparities, exclusionary tactics, and systemic injustices that digital solutionism fails to address, this volume also serves as a reminder that sustainability extends beyond climate-related issues, underscoring the inseparability of environmental discourse from wider social justice considerations. Aimed at a diverse readership, this volume will prove valuable for students, researchers, and practitioners across various fields, including Geography, Urban Studies, Sustainability Studies, Environmental Media Studies, Critical AI Studies, Innovation Studies, and the Digital Humanities.