This paper explores the idea of roadway inventory management from an enterprise-wide perspective and, overviews some real-life examples of municipalities—like Region of Waterloo and City of Hamilton, Ontario—who are using this enterprise approach. Whether it is a linear or segmented data model, providing your engineers with a complete picture of your roadways, including inventory of all related asset infrastructure, is critical to maintenance management. Also covered in this paper are considerations for applying condition assessment tools and strategies to your major roadway assets, such as pavement, for deterioration modeling, rehabilitation analysis and tracking the surface condition of your roadways. The results of an effective Pavement Management System can enable you to accurately predict your roadway capital and rehabilitation expenditures several years into the future.