It is sometimes difficult to remember, but most digital resources have not really been around that long. What we affectionately call “the Internet”, more accurately known as “the Word Wide Web,” is younger than the 30 year-old Americans with Disabilities Act, and digital accessibility is younger than that. With the rise in demand for access, and the massive migration to online resources in 2020, organizations are eager to ensure their digital resources are accessible, but they are often at a disadvantage from the lack of information and rapid technological changes they face. In this book, we explore what an accessibility program looks like at an enterprise level and how it grows and develops as it matures. Business justifications, stumbling blocks, as well as organization and personnel issues all find a place in the discussion that has been called “the high level playbook”, “the perfect overview,” and “a primer on accessibility…to an enterprise that doesn’t know where to start”.