In 1998, a state university received grant funding to convert their Special Education Blindness and Visual Impairment graduate degree program to an online format. At that time, commercial web course management systems were not accessible to blind and visually impaired users. As a result, grant designers developed a custom, accessible platform, which led to accessibility standards for online courses and to an award-winning design and interface. In 2002, the university licensed Blackboard[TM] and encouraged the migration of all online delivered courses to this standardized system. After determining that the newer version met accessibility standards, the instructional design staff conducted a qualitative return on investment analysis to evaluate whether the migration to Blackboard[TM] would cause losses in instructional and interface quality. This paper explores the process for developing a qualitative return on investment and how the benefits and tradeoffs were analyzed related to maintaining an internally developed system versus migrating to Blackboard[TM].