The lack of affordable housing and homelessness continues to be a serious public policy issue. Even though homelessness has been decreasing nationally, major cities have seen increases late in the last decade. The purpose of this study was to learn more about the locations of housing placements and assess their proximity to supportive services and public transit in Charlotte, North Carolina. Using geospatial analysis, the findings revealed that housing placements were quite clustered, suggesting poverty concentration. The majority were located in just six zip codes, which were socioeconomically and demographically different than the areas without housing placements. Although most housing placements were close to bus stops, they were not close to other services (e.g., nonprofit organizations, grocery stores, pharmacies, or recreation areas). This confirmed that housing placements for people with layered vulnerabilities were in locations that may not have been conducive for their recovery or housing stability. Moreover, nonprofit service providers responding to an online survey acknowledged that transportation, staffing, and funding for supportive service provision could be better. By adopting Housing First and implementing other efforts to increase affordable housing, Charlotte has demonstrated a clear interest in addressing homelessness. Yet, there are still opportunities to do things differently by learning from other communities, which have adopted a range of creative and innovative policy solutions.