This article presents students’ experiences with hybrid grading contracts through a thematic analysis of data. We specifically focused on students’ perceptions of the grading contract’s role in improving their writing skills, issues of fairness, labor, and stress. We argue that the stressful conditions of COVID-19 illuminate the benefits and drawbacks of contract grading, especially regarding fairness and equity, when used at institutions that predominantly serve working-class students. This article can serve as an example of how graduate teaching assistants can use hybrid grading contracts in writing classrooms. We conclude with recommendations for instructors on how to adapt grading contracts to meet the needs of the students and suggest a future research agenda to examine grading contracts and stress levels.