This document presents research on the transformative learning experiences of subject matter experts (SMEs) collaborating with instructional designers (IDs) during e-learning course development, questioning whether SMEs encounter disorienting dilemmas that influence their future practices. It explores existing literature, particularly on transformative learning theory, and highlights the significance of critical reflection and relationships within this learning process. The research aims to determine the implications of these collaborative experiences on the effectiveness of instructional design and the overall learning outcomes.