Because many students may be unaware of the role played by the National Labor Relations Board (NLRB or Board) in adjudicating cases involving employee use of social media and employer technology-related workplace rules, this article introduces a pedagogical perspective and approach that should help to engage today's digital native business students, enhance their learning experience, and improve their retention of the course content. It offers an exercise that allows students to apply these legal standards to actual cases and to evaluate the difficulty of balancing employer and employee interests in workplace communications. This current legal framework presents a rich and timely opportunity for students to analyze and apply the Board's standards in "Boeing" to a scenario depicting workplace rules related to employee use of social media and to determine whether the rules violate the National Labor Relations Act (NLRA). This article offers a seventy-five-minute exercise using social media policies that can be introduced within an instructor's established business curriculum to teach the relevancy of labor law in the twenty-first-century workplace. The exercise is designed to prepare students for legal risk-management issues they will confront as future business professionals.