Purpose: This paper aims to provide an easy-to-use yet powerful tool to assess the organizational readiness to adopt effective Smart Working (SW). In light of this main objective, based on the current state of research, the study develops a maturity model to assess the SW organizational readiness (SWOR). The SWOR maturity model consists of three dimensions, each of them further detailed into two sub-dimensions. A tool was developed to make use of the model. Design/methodology/approach: The SWOR maturity model was converted into a Web-based questionnaire that includes 54 questions based on 44 items to operationalize the model sub-dimensions. The questionnaire was used in a survey conducted at the Local Health Authority (ASL) of the province of Bari (Italy). Findings: Several implications derive from the present study. From a managerial perspective, the SWOR maturity model supports companies in the as-is analysis of processes, technologies and human resources, which are the enablers of an effective SW, and in the development of a roadmap to achieve a desired "to-be" situation. Originality/value: Despite recent studies on SW have identified the key drivers that affect the success of SW implementation, there is a lack of models and tools that help companies become aware of the actions and investments to be taken to move towards an effective SW adoption. Even the analysis of the literature on maturity models reveals a gap in the research related to the assessment of SW organizational readiness. The present paper tries to overcome these limitations.