Many companies rely on information systems (IS) that are critical to their business operations. Some of these IS utilize obsolete technology, and often include embedded business rules that are imprecisely documented. There is a risk that crucial knowledge related to maintenance of these IS could leave organizations as a result of the surge in retirement of experienced information technology (IT) professionals. This paper presents design science research, in which a survey and method of analysis was developed to assess and prioritize knowledge transfer needs related to IS. The instrument builds on industry leading practices in knowledge retention and incorporates social network analysis in order to produce a tool that is more comprehensive and efficient than previous tools built for this purpose. The analysis produces a prioritized list of knowledge and skill areas as well as a prioritized list of employees to focus knowledge transfer efforts within a firm.