Teach For America (TFA), an organization that places college graduates as teachers in low-income areas for 2 years, contributes to teacher attrition. With this mixed methods study in one urban region, we investigated teachers’ professional decisions at the end of 2 years. Respondents fell into categories in relation to the organization’s 2-year commitment, including leavers, lingerers, and lasters, and descriptors related to remaining at placement school or relocating to another school. Historical, environmental, and external factors impacted teachers’ professional decisions related to retention and attrition. Findings provide insight to improve retention of TFA teachers.