Afterschool continues to be promoted as a complementary setting to school for strengthening science, technology, engineering, and math (STEM) education (for example, Krishnamurthi, Bevan, Rinehart, & Coulon, 2013). This is a reasonable idea: 10.2 million children and youth in the U.S. participate in structured afterschool programs (Afterschool Alliance, 2014), and the flexibility of afterschool settings allows for innovative approaches to STEM exploration and engagement. This article presents a case study of an insert program that brings technology learning to afterschool programs. The content is computer programming, robotics, and web development. The outside provider recruits and trains adults to provide technological expertise. This case study highlights the promise of insert programs in STEM and other content areas while also revealing important challenges in implementation