This study examines how sense of belonging and college readiness impact first-generation college students' transition to higher education. Surveys of 28 students found that while most felt their qualities could benefit others, many disagreed their high school prepared them for college time management and planning. Students felt valued by others in the past more than in college. The study aims to understand challenges first-generation students face and how institutions can better support their belonging, readiness, and engagement. Further research is needed on how programs and practices can help first-generation students adapt to college academics and culture.