How cities develop and function is the endeavor of engineers and planners, among others, however, students and faculty in these two disciplines often have limited opportunity to work and study collaboratively. At the University of Waterloo, we are fortunate to have a Planner- in-Residence and an Engineer-in-Residence who bring industry perspectives to curricular activities in the School of Planning and in Civil and Environmental Engineering, respectively. Both experts believe in the advantages of collaboration and interdisciplinary for the benefit of our cities and urban prosperity. This session is a first step toward bridging the two disciplines further, highlight examples of the shortfalls of working in disciplinary silos and the benefits of synergy among planners and engineers.