This workshop adopts a visible, learning focused, process-oriented approach to examining the development of teachers' digital competence. Addressing the ongoing discrepancy between evidence-based recommendations and current practice, it shifts away from short-term satisfaction metrics towards flexible, context-responsive evaluation. Based on Guskey's framework, the Digital Competence Training Assessment Model (DCTAM) is presented using the Digital Training Companion (DTC), a web-based application that facilitates the design of continuous assessments, feedback loops and sustainability indicators, supporting trainers, teachers, students and decision-makers. The DTC integrates formative, participatory and AI-enhanced evaluation practices that strengthen agency and accountability across professional learning ecosystems. Based on findings from a mixed-methods pilot (2024–2025) and a professional community of teachers (2025–2026), the workshop demonstrates how open, technology-supported assessment can enhance teachers' competence and motivation, classroom application and system impact, while providing participants with a live demo of using the tool and encouraging reflection on the wider implications of assessment innovation practices.