One-on-one human-to-human interaction is our primary mode of teaching and learning that has co-evolved with other human cognitive traits. Today’s educational institutions deviate from this mode in order to achieve efficiency and scale, and the resulting challenges lie at the heart of pedagogy. Experiential learning in higher education aims to exploit the efficacy of the primary mode in a modern context, utilising the results of more than a century of research in pedagogy and, more recently, computer-mediated learning techniques. This talk explores the scalability of experiential learning, in general, before addressing the unique opportunities and challenges posed by freshmen programming courses and reports preliminary results of an effort to scale an experiential freshmen programming course at the National University of Singapore from 40 students in 2012 to 600 students in 2019.