The purpose of this study was to conduct a critical content analysis of the African American characters found in Newbery Medal award winning books recognized between the years of 1991 and 2011. The John Newbery Medal is a highly regarded award in the United States for children's literature and esteemed worldwide. Children's and adolescents' books receive this coveted award for the quality of their writing. Though these books are recognized for their quality writing, there is no guideline in the award criteria that evaluated the race and identity of the characters. Hence, there are two overarching research questions that guided this study. The first question asked: To what extent are the African American characters in each award winning book represented? Foci in answering this question were the frequency of African American characters and the development of their ethnic identities. The second question asked: How are the African American characters' intergroup attitudes and interactions represented? Foci in answering this question examined the frequency of intergroup interactions and the characters' attitudes within the context of each book. The theoretical framework that undergirded this study is critical literacy, which encourages adults and youth to examine issues of diversity and social justice through their reading. Eighteen books met the criteria for the study, which provided 98 African American characters for investigation through content analysis. The qualitative methodology used frequency counts, anecdotal notes and questionnaires to analyze the characters. Findings revealed two key themes: the characterization of ethnic identity as a reflection of society and African American characters as models of agency. Further themes became evident in this study as well: the evolution of cultural authenticity, strong African American female characters, importance of the African American family and the acknowledgement of African American involvement in history. These findings are significant because they provided evidence of the potential of these Newbery award winning books to be the catalyst for critical classroom conversations on identity and agency. Findings also provided increasingly strong examples of ethnic role models within these notable titles.