City and regional governments in North America and the Netherlands are implementing transit-oriented development (TOD) policies to provide residents with accessible and compact communities that are socially, environmentally, and economically sustainable. Through 13 in-depth semi-structured interviews with planners and transportation professionals in the United States, Canada, and the Netherlands, this study attempts to identify the factors that practitioners in these regions determine to be essential for the post-development success of TOD. Our analysis reveals that seven key elements contribute to the success of TOD which are approached differently by planners in the three regions. The study concludes by suggesting ways in which professionals could integrate land use and transportation projects based on planning for flexibility, accessibility, and collaboration.