For many years, on-the-job training for new student employees at the Circulation Desk was the standard practice at our library. As the library underwent changes due to staff turnover and the COVID-19 pandemic, we found that this training method was a time-consuming and inefficient process, especially when applied to a new supervisory position for students. Students often forgot important information from their training, and there was no time to intentionally build an inclusive community where they felt comfortable learning and asking for help. To ameliorate these challenges, we developed a two-day training program informed by instructional design methods such as backward design and Universal Design for Learning (UDL) guidelines. Successful construction of this program required collaboration among other campus departments and learning goal-focused sessions that scaffolded information, employed active learning, and intentionally made space for community building. Overall, students provided us with positive feedback regarding the program; we saw an all-around improvement in their performance as well as a greater sense of community amongst all staff.