The absence of standardised criteria for designing and evaluating End-User Development tools limits their adoption, as categorising situational usage contexts remains challenging. This study introduces a novel method for classifying users by motivation, using real-time interaction metrics based on the Transtheoretical Model of Change. By replacing traditional demographic and arbitrary categorisations, this approach enables dynamic and objective user segmentation. A hypothetical case study in caregiving validates its feasibility, comparing usage data with self-assessments to assess effectiveness. The model provides an objective framework for analysing familiarity, motivation, and challenges in using tools for non-experts, facilitating the development of adaptive interfaces that support users through learning and behavioural change.