How can we support campus-based practitioners of civic and community engagement in moving from normalized engagement toward practices that engage others democratically and respectfully across borders created by social race, class, gender, status, and other markers of difference? The article presents a framework derived from practice theory, a social science perspective that has influenced professional and organizational studies. The framework, which is meant as an aid for practice, integrates Bourdieu's habitus, field, and capital with the theory of practical wisdom or phronesis. Bourdieu helps us understand how normal practice is constituted while phronesis provides the tools to consider practice that is ethical, democratic, border-crossing, and wise. Two mini-cases drawn from a graduate and an undergraduate course in urban education feature engaged practitioners in school settings and provide illustrations for the theory. The concluding section discusses implications of this way of framing the cultivation of community-engaged practitioners for the practice of reflection, course design, and research.