The class of 2020 includes some of the youngest members of the millennial generation. Most having been born in 1998, these students are so-called "digital natives." The academy must be ready to accept, welcome, and instruct these students. Doing so effectively may mean increasing the understanding of the issues that have shaped their sense of identity, particularly with regard to technology. Technology's challenges and opportunities will affect not only the members of the class of 2020 but also those who teach them.