Amidst the rural landscape, sitting above 700 meters, lies a region struggling with a surging senior population, low income per capita, and limited economic opportunities. As one of the least developed provinces, agriculture and fishing still remain the most ubiquitous industries, and young families are seeking better prospects elsewhere. These eternally optimistic residents, nonetheless, remain focused on the beautiful assets that their hometown has to offer: pristine nature, enviable food source, and historic sites dating back 1400 years. Yet this small, relatively unknown community will host one of worlds most recognized and coveted winter sports event, and as a result it will undergo dramatic transformations that will forever imprint on the region. This is Pyeongchang the host of the 2018 Winter Olympic Games. While the challenges and benefits experiencing in Pyeongchang are not unfamiliar to the Olympic development, the specificity of how they have affected the people and the region is what makes this research unique, and the layers of complexities surrounding such a large scale development remain a challenge for both the residents and planners. Site visits, interviews, mapping are just some of the methodologies used. This research was conducted while on a Fulbright Research Scholarship in South Korea 2015-2016.