This thesis investigates why infrastructure maintenance in the United States remains chronically underfunded despite its economic and safety benefits. Focusing on roadway systems, it argues that the root cause lies in the low political and public visibility of maintenance activities. Through a literature review and in-depth interviews with transportation officials across state and local agencies, the study finds that maintenance is often deprioritized in budgets because it lacks the immediate, visible benefits politicians can leverage for credit-claiming. Case studies from six jurisdictions reveal how maintenance officials navigate funding constraints, visibility challenges, and intergovernmental dynamics. The research also explores the different strategies that can help elevate the profile of maintenance, as well as the implications of elevating visibility. This thesis contributes to the broader understanding of infrastructure policy and calls for changes to enhance long-term infrastructure asset stewardship in the U.S.