It is not that difficult to create relationships between people from universities and people from community organizations. Many “campus-community partnerships” get created to achieve short-term, limited objectives. For example, students do a service or research project for an organization where they were already volunteering; university staff or faculty arrange for students from a class to do a community project during one school term; or a business school professor does pro bono consulting for a new social enterprise that needs help getting started. But it can be difficult to sustain campus-community relationships over the long term, to build relationships where the collaborative work accomplishes goals that are central to the interests of everyone involved. The primary challenges to such long-term, strategic collaborations can be categorized as follows: 1. Cultural differences between the academy and the community 2. Power dynamics 3. Lack of incentives for those involved 4. Operational factors (e.g., lack of time and money). Quite a bit has been said already in the community-university engagement discourse about these challenges, but I want to offer a few thoughts.