For many high schoolers having a mentor can significantly alter their life course. For marginalized youth, research has shown that quality mentoring increases the likelihood for high school graduation, addresses socio-emotional needs, and improves mentee’s behavioral skills. Mentoring is one of many interventions schools might use to address students with multiple risk factors such as poverty, housing instability, food insecurity, and discrimination. These many risk factors, in turn, lead to a disproportionately negative high school experience and higher rates of socio-emotional and behavioral issues than students with fewer risk factors. However, increasingly schools have turned to more punitive carceral approaches to manage these negative behaviors by increasing the presence of police officers, security guards, or school resource officers into public school settings. One Portland program works to address this issue by implementing a community care based mentoring program. This study seeks to understand the experiences of both policing and community care mentoring for freshman and sophomore students at three urban public high schools. This study will take on a mixed-methods approach. A survey will be composed to collect quantitative self-report data, as well as semi-structured interview guide to collect qualitative data in the form of open ended questions. The findings from this study will inform the power of community care in high school in relation to mentoring students of color vulnerable to the school-to-prison pipeline, which can be used to inform the argument to remove police from schools and for the continuation of mentoring programs and the allocation of increased federal funding to provide further support for this program and ones similar.