This treatise will address the personal and professional liability concerns that educators who teach in online environments, based out of the USA, may encounter. Under HIPAA, 42 CFR Part 2, FERPA, and 38 U.S. Code § 7332, there are numerous privacy laws and regulations issues that may impact the delivery of educational content, at a distance, across a wide variety of disciplines. Topics to be addressed, among others, include: 1) Is your approach to texting compliant?; 2) Are your phone conversations safe and encrypted?; 3) Is your videoconferencing system safeguarded?; 4) How are you using social media?; 5) How do you protect your documentation from unauthorized access?; and 6) What information can you reveal (and to whom), and what is privileged?; 7) What policies should be in place to protect you, your employer, and your students?