This article will highlight the major potholes or chuckholes in the process of moving forward with campus internationalization. Each pothole will have a strategy or strategies associated with filling or avoiding the pothole. These potholes fall into the broad categories of leadership, resources and fundraising, consensus building, curriculum review and reform, campus activities, community outreach, partnering with institutions outside the US, and expanding student services to accommodate international guests. Much of this material comes from a real-world case study conducted at Shepherd University, a public liberal arts institution on the Potomac in the Panhandle of West Virginia. Like any institution undergoing internationalization, Shepherd has a few potholes. The potholes have not been overwhelming, but they are there, even on the best of roads and for the best of drivers. The key to overcoming these potholes has been a holistic approach and broad participation by the campus.