Alternative education (AE) settings such as residential and juvenile justice facilities and self-contained schools are complex settings for students with unique academic and behavioral needs. The schoolwide positive behavioral interventions and support (SWPBIS) model has proven utility in traditional schools, but little research exists to inform SWPBIS implementation in AE settings. To address this research gap, the researchers conducted two separate focus groups with similar AE settings regarding their integration of SWPBIS with an existing behavior management system. Resulting themes between and within groups are presented in terms of systems, data, and practice. The two settings discussed similar challenges, although their responses to these challenges were in stark contrast, as were the resulting success of SWPBIS integration. Limitations and future directions for researchers are described in addition to specific policy implications.