The practice of social work has changed significantly over the years, but models for student field learning have changed relatively little. This article describes two recent changes implemented by the School of Social Service Administration at the University of Chicago that are intended to connect the contemporary demands of generalist social work more closely to the preparation of students in field education. These are (1) collective learning, to broaden students' understanding of settings and populations; and (2) macro projects, which are intended to expand students' understanding of assessment and intervention at multiple system levels within an agency.