The adoption of Open Educational Resources (OER) represents a turning point in democratizing access to knowledge and promoting innovative educational practices. The ENCORE project aims to integrate the use of OER with digital, green and entrepreneurial (DGE) skills through a system based on advanced artificial intelligence technologies. This study analyzes results of a transnational intervention aimed at assessing ENCORE’s impact on increasing OER-related knowledge (OER Knowledge) and explores outcome variability across learner profiles and intervention types. The data collected shows a significant increase in participants’ ability to identify, use and integrate OER in their educational settings, as well as an improvement in their understanding of open licenses and open educational practices. These findings highlight ENCORE’s potential as a tool to facilitate access to OER, emphasizing the importance of course design in shaping learning outcomes and educational practices. ENCORE proves to be a valuable tool for enhancing professional development and promoting innovation. The article reflects implications for instructional design and the adoption of open AI-supported education.