Purpose of Review This article provides an overview of the legal and regulatory requirements that providers engaging in teledermatology must consider when structuring telemedicine arrangements and developing a telehealth strategy. Recent Findings The numerous state and federal legal and regulatory considerations applicable to teledermatology offerings are rapidly changing: new laws and regulations are proposed and adopted every year. Summary At the state level, requirements are often state specific and address a wide variety of topics such as establishing the physician-patient relationship, technology-specific requirements, and practice and prescribing standards when delivering care through telemedicine. At the federal level, laws and regulations address federal health care program reimbursement, digital devices, and data privacy, among other topics.