This article addresses school and community-level issues associated with the expanding crisis of student homelessness in the United States. We note that while an increased geographic dispersion of homeless and highly mobile (HHM) families is largely attributed to the widespread effects of the economic recession, it is also furthered by shifting federal policy on the engagement of homelessness. Highlighting the greater Madison, Wisconsin, area, we use geospatial analysis to document the area's expanding "geographic centers" of HHM families. We then consider how, in these new geographic centers, schools may lack readiness to serve HHM students and HHM families may not have access to vital community-based resources. We conclude by suggesting that research and practice should more purposefully consider school effects and community effects in contexts of homelessness. (Contains 3 tables, 3 figures and 4 notes.)