This document discusses key questions to consider when implementing technology-enhanced learning (TEL), including virtual reality (VR), augmented reality (AR), and artificial intelligence (AI) in medical education. It addresses questions around learning objectives, available content and technology, faculty and student familiarity, implementation timeframes, budgets, resources, and incentives. It also provides a vision for the future of undergraduate and postgraduate medical education utilizing TEL to augment traditional learning and provide customized learning experiences through mobile devices and AI assistance.