The purpose of this article is to elaborate on the ways that legal issues can play out for community colleges. The authors use one community college campus as an example to illustrate key points. This article is structured as a conversation, which follows a format commonly used in law review symposium issues. The two authors are a senior administrator at a community college and a legal scholar whose research focuses on legal issues in higher education. Policymakers routinely impose relatively uniform legal and regulatory obligations on college and universities, and community colleges must adhere to the same legal rules and standards as 4-year institutions that are often larger or better resourced. Just as community colleges may have legal representation arrangements that are distinct from 4-year institutions, we discuss how the legal needs of community colleges can differ from those at 4-year universities.