The transition to high school can be challenging for students. New teachers, new classes, and a new building can be daunting. Time commitments and coursework can become more intense. While many students succeed during this transition, some students falter. This research study examines the relationship between involvement in school-sponsored extracurricular activities and academics in high school freshman experiencing the transition to high school in a large suburban Midwest school. Through the use of an informational data form that included a count of activity involvement during the ninth-grade year, academic status, including the academic data of number of failed semester courses and grade point average, and reasoning for not becoming involved, this study concludes that there is significance between involvement in school-sponsored extracurricular activities during freshman year of high school and academics. Less semester courses are failed and grade point averages are higher in those that participate in school-sponsored extracurricular activities during the freshman year of high school.