School districts are facing a sensationalized and alarming trend of unprofessional conduct and social media misuse by public school teachers. Likewise, recent court cases as well as highly publicized scandals raise concern that inappropriate relationships between teachers and students can be initiated through online social media. These emergent trends are posing significant challenges for human resource leaders responsible for initiating disciplinary and dismissal proceedings against teachers who engage in unprofessional or inappropriate behaviors. In an effort to increase awareness and understanding of the emerging social media use phenomenon, we identified recent court cases, along with a sampling of school district technology and social media use policies. We then analyzed the cases and district policies from a legal as well as human resource perspective. Finally, we identified possible policy initiatives that human resource personnel should consider adopting in response to the challenging online and social media use by educators, including specific suggestions for inclusion in newly adopted social media policies in many districts.