Colleges, universities, and community college systems are grappling with how best to plan, implement, and deliver artificial intelligence (AI) solutions to the maximum benefit of students, faculty, administration, and community stakeholders. As I interact with colleagues across the country, they all know it's no longer a question of "if" but "how and when and to what end." While the needs of every institution are obviously going to vary based on size, student profile, public versus private, I would like to offer up some useful observations and takeaways based on our first steps in this AI journey at the North Carolina Community College System (NCCCS). The taxpayer investments in the system have been consistent, considerable, and continue to generate economic growth and development across North Carolina. The best and most effective strategy won't work unless you can show early successes.