Check in/check out is a research-based intervention that has been used to support the behavior of students with emotional and behavioral disorders that has been investigated across settings. Utility of implementation of check in/check out within an alternative educational setting was assessed by interviewing five stakeholders regarding their perceptions of applicability, as well as effectiveness of the check in/check out intervention. Analysis using the constant comparative method revealed three themes of successes, two themes of challenges, as well as themes related to ideal characteristics of time of implementation, mentors, and participants. Each of these themes are discussed with examples from stakeholders. Limitations and future directions are addressed.