The transition from middle into high school can be perilous for some students. High school freshmen fail at an alarming rate. In a general sense, the environment, expectations, structure, and culture of high schools are different from middle schools. However, school leaders can implement transition programs that may promote success of 9th graders. Middle school and high school leaders can work together to facilitate student success. Educators have developed programs and systems to assist students in their transition from middle into high school. This article provides a discussion of the issues related to this transition and provides a review of related research and recommendations.