In November of 2019, the National Association of the Deaf and Harvard University entered into a landmark settlement ending four years of legal battles regarding captioning in online content. In that settlement, Harvard agreed to caption new video files consistent with the Web Content Accessibility Guidelines (WCAG) 2.1 AA and to provide text-only transcripts of new audio-only files created on or after December 1, 2019. The settlement has important legal ramifications to those educational institutions that are increasingly developing and delivering online content to their students. In March of 2020, educational institutions across the United States en masse moved in-person course content online in response to the COVID-19 pandemic. The significant increase in online course offerings continues. The combinations of the Harvard settlement, Federal Statutes, court cases and increasing use of online course delivery highlights the importance of providing accessible content to all involved and avoiding the legal pitfalls for failures to do so. This article explores the nature of accessibility related to ADA laws and regulations in the context of online instruction for students with disabilities.