Civitas Learning was conceived as a community of practice, bringing together forward-thinking leaders from diverse higher education institutions to leverage insight and action analytics in their ongoing efforts to help students learn well and finish strong. We define insight and action analytics as drawing, federating, and analyzing data from different sources (e.g., ERP, LMS, CRM) at a given institution to produce deep predictive flow models of student progression and completion coupled with applications (apps) that take these data and bring them to advisors, students, faculty, and administrators in highly consumable/ useable ways. Through three case studies, this article provides a closer look at this iterative work unfolding in diverse institutions, addressing diverse student success challenges, and achieving significant positive results on student progression. The article underscores a key finding: there is not a one-size-fits-all predictive model for higher education institutions. We conclude with a discussion of key findings from these cases and observations to inform future related work.