The reality of students' cyber lives has thrust upon educators a new approach: creating character education programs tuned to digital youth that are proactive and aggressive. This will help integrate students' digital activities within the context of the communities in which they live, both local and digital. The digital age beckons a new era of character education, aimed directly at addressing the opportunities and challenges of living a digital lifestyle. An "ideal school board" is ready to take on the task of creating academic and character education programs tailored for raising an intelligent, caring generation of students who understand the responsibilities and opportunities associated with a digital lifestyle. This ideal school board engages in processes to harmonize its mission and programs with the digital frontier. This article presents three. First, and most important, the board identifies how the community's physical and virtual environments differ, then tailors its values inventory to reflect both. The values inventory, for example, should consider differences inherent in a "digital community," where activities such as slander and theft aren't always very clear. Second, while balancing the need for safe and virus-free networks, the board considers how to provide access to the Internet--a prerequisite for being able to teach digital citizenship. Third, it empowers librarians and teachers to actively train students in the opportunities and ethics of digital activities, from searching for reliable information to understanding and avoiding cyberbullying. (Contains 4 online resources.)