Over the course of the past few decades, Western armed forces were presented with seemingly insoluble military, political and moral dilemmas when operating or fighting in densely populated urban areas. This book explores the strains faced by Western forces and examines their struggles in maintaining a humanised and yet successful conduct, even when confronted with determined defenders, complex physical terrain and oftentimes hostile populations. Reflecting upon aspects like the influence of post-heroic societies and the growing impact of modern mass media, this publication adds novel perspectives to existing takes on the challenges of modern urban warfare, carving out the dilemmas involved in conducting humanised urban operations.