South Valley Academy (SVA) believes in and provides structure for personalization. All students have an advisor that can give them the one-on-one attention they deserve. As an advisor, it was the author's job to quickly identify students in need of extra support and coordinate that support with other staff members and parents. SVA also believes in mastery learning. Students are not given one grade such as a B. Instead, evaluations are broken down into skills and habits to more clearly delineate a student's strengths and challenges. In this article, the author describes how he helped Diana, one of his 11 advisees, work on her academic habits to improve her skills.