Objectives: The dilemma of international medical service policies in Taiwan has made the public confused. The research purpose is to explore the social judgments from medical personnel on the international medical service policy implemented within the "free economic demonstration zone." Methods: After extensive literature search and interviews, we proposed three decision-making references to formulate a structured questionnaire for 15 scenarios based on the social judgment theory. A total of 149 participants were recruited, and 125 valid questionnaires were returned. Data from 72 participants were analyzed using the Policy PC software, and the explanatory power was above 0.7. Results: The importance of social judgment on thorny healthcare policy within the free economic demonstration zone depended on the economic benefits (40.5%), followed by the political risks (36.2%) and the health risks (23.3%). Through graphical analysis, a positive correlation was found between the interest of economic development and the acceptance of thorny healthcare policies, while medical risks demonstrated a negative correlation with an upward opening curve. The political risk development and the degree of acceptance were negatively correlated in a downward opening fashion. Conclusions: In general, the higher the economic benefits are made aware, the higher the acceptance of the medical policy will be. Though the political risk would not be a threat, it could still lead to significant medical risks.