This workshop will focus on boundary issues and sexual transgressions, with specific focus on the challenges of social media, telehealth, and electronic boundaries and risk management strategies to address these complex areas. Specific standards from the NASW Code of Ethics related to these areas will be identified and discussed. Through small group discussion and activities, participants will have the opportunity to unravel the nuances associated with boundary violations. In addition, the presenters will provide vignettes for discussion on ethical dilemmas regarding boundary issues, and the complexity of electronic communication.