While day schools bear much of the burden of formal Jewish education, supplementary programs offer unique opportunities to build the Jewish experience. There are many varieties of supplementary programs, including afternoon Hebrew schools, Sunday schools, extracurricular courses, and clubs. Some of these programs are the primary sources of their students’ Jewish experience; others are part of a larger network of opportunities. While each program has its own set of circumstances, there are several challenges with which supplementary programs, by design, must grapple. These obstacles propel supplementary programs to think differently about Jewish education than their full-day counterparts. This paper will briefly explore some of the challenges supplemental program face while extrapolating strategies and practices that can also be useful in day school environments.