Sebastian Bae is a research scientist and senior game designer for the Center of Naval Analyses' Gaming and Integration Program as well as a faculty advisor for the Georgetown University Wargaming Society. He has two commercial designs, Littoral Commander: Indo-Pacific with Dietz Foundation and a multi-pack Crisis In Korea being released through Catastrophe Games. We discuss the challenges of designing on the topic of North Korea, the value of modeling hypothetical war, and the frontier of designing for modern conflicts.