There have been expectations in Japan for the relocation of headquarters functions from Tokyo to rural areas. However, there are no studies that examine the actual living conditions of relocated workers in rural areas after the relocation. Therefore, in this study, we conducted interviews with companies and local governments to determine whether the measures they implemented were able to meet the needs of relocated workers. Furthermore, we conducted a questionnaire survey on the level of satisfactions with life in rural areas for both relocated workers and non-relocated workers. The results suggest that local governments lack an adequate understanding of relocated workers’ living conditions, and there is a gap between “measures to improve living conditions” taken by companies and local governments and “what relocated workers feel in their rural life”.