Living in a world of high uncertainty and risk caused by numerous factors (from climate disasters to pandemics and armed conflicts), the notion of resilience becomes ubiquitous and is often used as a response to or panacea for external shocks in socio-spatial reality. However, the idea of resilience in the field of spatial and urban planning is relatively limited in scope: usually, the focus is on urban ecosystems and infrastructures as objects to apply diverse strategies for resource-efficient settlements; in contrast to this, the aspects featuring institutional and regulatory frameworks as well as stakeholder networks influencing planning practices are rarely debated as factors contributing to the resilient built environment. The introductory chapter presents the central topical perspective of evolutionary resilience and the case study of Serbian spatial and urban planning as a testbed. The chapter introduces the concept of ‘resilience of planning,’ particularly focusing on planning communication observed through various (vertical, multi-sectorial and multidisciplinary) interactions in the policy-formulation process, as a segment of the planning system. To address such complexity, a comprehensive methodological approach is developed. Comprising systemic, networking, and professional factors, this framework serves to operationalise the conceptual background and bridge the gap between theoretical and empirical research sections.