Empathy is now a core competency in the socio-emotional content of independent schools’ curriculum, and many schools continue to emphasize on diversity, equity, inclusion and belonging initiatives. One aspect of SSSAS’ Action Steps for Racial Justice focuses on our academic curriculum and the goal to equip “students with the lens and skills to understand experiences outside of their own and to use this understanding to make the world a more inclusive place.” Children’s picture books are vehicles to support these initiatives, as they provide pathways and portals to transport children to special places both internally and externally. As such, this presentation will attempt to address how picture books serve as pathways for readers as they provide mirrors, windows and sliding glass doors in order to explore empathy and inspire action. It will quickly review the evolution of children’s picture books over the past 350 years, including the introduction of diversity. Not all diverse literature is created equal as picture books can serve as pathways, but also as obstacles or detours. As such, the presentation concludes with a guide to evaluate picture books with a DEIB lens.