The purpose of this research was to mobilize the educational community of a disadvantaged Montreal high school so as to implement practices more adapted to its environmental reality by developing an approach to support the building of collaborative bridges connecting school, family, and community. During the discussion, the perceptions of high school parents (n = 109), primary school parents (n = 381) and neighborhood families (n = 14) concerning the participating school will be presented. Subsequently, the school staff (n = 79) tries to identify the elements that, according to them, contribute to a good home-school cooperation. Finally, we analyze the findings to highlight some of the key elements of the relationship family-school-community and stress the need to work together in order to promote high school students' retention and academic success.