The road to a college degree is often littered with potholes of self-doubt, and sometimes those are deep enough to discourage even the most ambitious students. If the transition from high school to college were easy, the average six-year graduation rate at four-year institutions in the U.S. would probably be higher than 63%. To improve those numbers, colleges and universities across the country have added an array of student-support services, including peer counselors, academic advisers, and tutors. Many institutions have summer programs that bring underprepared students up to speed academically. Some even have wellness centers that offer free massages before exams. In this article, the author discusses how personalized coaching motivates students to improve academically and achieve their goals.