My interest in producing this chapter arises from the fact that I am mildly afflicted with Asperger’s syndrome and have some medium-term memory degradation. The level of introspection that I have had to develop onto my own mental processes in order to function has been useful to me in my role as an academic, because I can understand many of the learning problems that students face. Conversations at international conferences and email interactions suggested that my personal insights would be useful to other academics. Here, I present data from a six-semester period that suggest that it would be beneficial to change Information Systems curricula to incorporate metacognitive education. I also describe the changes that I have made to my own teaching methods and the elements of a metacognitive teaching program.