This article presents research from a qualitative study of the way that reflective writing is solicited, taught, composed, and assessed within a state-mandated portfolio curriculum. The research situates reflective texts generated by participating students within the larger goals and bureaucratic processes of the school system. The study finds that reflective letters are a genre within the state curriculum that regulates the substance and tone of students reflections. At the classroom level, the genre provides a mode that students adopt with the assurance that their reflections will meet state evaluators expectations. At the bureaucratic level, the genre helps to continually validate the states portfolio curriculum through its strong encouragement of stylized narratives of progress. The study demonstrates the importance of understanding how large-scale assessments shape pedagogy and students writing.