College and career readiness is essential to promoting the success of all students. Educational and economic changes in today’s society demands well thought out strategies for preparing students to survive academically, socially, and financially in the future. African American students are at a disadvantage in this strategic planning process due to a long history of racism, injustice, and marginalization. African American Students’ Career and College Readiness: The Journey Unraveled explores the historical, legal, and socio-political issues of education affecting African American students and their career and college readiness. Each chapter has been written based on the authors’ experience and passion for the success of students in the African American population. Some of the chapters will appear to be written in a more conversational and idiomatic tone, whereas others are presented in a more erudite format. Each chapter, however, presents a contextual portrayal of the contemporary, and often dysfunctional, pattern of society’s approach to supporting this population. Contributors also present progressive paradigms for future achievements. Through the pages of this book, readers will understand and hopefully appreciate what can be done to promote positive college bound self-efficacy, procurement of resources in the high school to college transition, exposure and access to college possibilities, and implications for practice in school counseling, education leadership, and higher education.