Any report on digital learning technologies would be incomplete without a discussion of artificial intelligence, and the example offered from the Navy’s Information Technology Specialist training program is particularly potent. The Defense Advanced Research Projects Agency, or DARPA, went to work on a significant problem the Navy faced: it needed to train highly effective IT specialists who could solve complicated technology problems aboard ships deployed around the world. To get IT Specialists to adequate levels of training previously required highly experience instructors, a significant amount of classroom time, and then several additional years of on-the-job training. The process was slow, expensive, and dependent on limited human resources. So DARPA created a small ideal training program with elite instructors and a small cohort of trainees. The program underwent rapid-cycle testing and iteration (design-based research) until its new graduates could outperform experts with years of experience. DARPA then built a Digital Tutor, or DT, program that could mimic the abilities of the elite trainers in the live-instruction pilot program.