This pilot study aims to assess the predictors of knowledge workers’ attitudes toward the inter-organizational knowledge sharing system (IOKSS) in the health sector. The deployment of IOKSS in knowledge-intensive sectors can be valuable and crucial for effective social and economic development, especially in developing countries. Knowledge workers’ attitudes toward IOKSS are critical, as they are the driving force of such systems; however, prior research on inter-organizational systems (IOS) has focused on organizational adoption, and mainly on vertically-linked organizations. Based on preliminary data collected from medical doctors in various organizations in the health sector, this study indicated that several factors related to individuals, peers, proposed IOKSS, the organization, and sector were significantly correlated with knowledge workers’ attitudes. Such results can provide several insights for researchers and practitioners on their adoption of IOKSS.