Understanding first-generation students' salient experiences in preparing for college is key for educators to engage in transformative college readiness efforts. The purpose of this qualitative study was to understand the perspectives and experiences of a sample of first-generation college-bound high school students. Five themes and four subthemes describe their college preparation and college readiness. The themes were: (a) student agency fostering resilience; (b) cultural values; (c) family and friend involvement; (d) synergy in the school community; and (e) school community stakeholder perspectives on college readiness for first-generation students. Students shared how a collaborative partnership between themselves, their families, their school counselors, and their teachers contributed to their successful matriculation into college. School counselor and administrative perspectives are also offered. Practical implications for school community members' practice conclude the article.