While planning practice largely relies on conventional planning methodologies, academia is ahead on the research about geotechnical tools such as Planning Support Systems (PSS) and how they could support contemporary and complex planning processes. The aim of this paper is to show the outcomes of the application of geo-tools (i.e. Geographical information systems) in an empirical case carried out by practitioners, academics, and the Municipality of Jerez. It draws on empirical data from a planning project focused on the dilapidated and oldest area in the city centre. This area is collapsing due to lack of maintenance and lack of inhabitants. The project created an urban indicator framework, to determine the agenda and priorities for urban development projects implemented in the area. It is a quantitative approach and distil what could be done to ameliorate the situation. This paper promotes aims to reflect how PSS can be appropriated in a specific planning culture. The goal is to find which are the crucial urban indicators and which are the added values found during the implementation of PSS during the process. It concludes by emphasizing the valuable contributions of empirical case studies to better understanding the added value of PSS in planning practice. It reflects on the demand to promote tailored PSS applications in order to adapt to local planning methods and theories.