Lessons learned from years of applied research in the area of student engagement, dropout prevention and school completion are offered. This article begins with a summary of theoretical constructs that guided the development of Check & Connect and continues with descriptions of multiple applications of this targeted intervention. The roles of key personnel are identified and seven core elements of the model are highlighted including the importance of "persistence plus," relationship building and individualized intervention. Considerations for effective implementation, derived from the experiences of longitudinal implementation studies, are discussed. These insights are offered for consideration to those who are in positions to influence the educational trajectory of youth for whom school completion is likely to be difficult. (Contains 2 tables and 1 figure.)