High attrition rates in online workforce training and development programs suggest that practitioners continue to struggle to develop relevant learner-centric experiences for their workforce. One strategy to increase learner engagement and make training more relevant is through personalizing learning. While there are several efforts to understand personalized learning within K-12 and higher education contexts, there are few published studies that focus on the use of personalized learning within workforce education. In this qualitative study, leaders in training and development (N = 10) were interviewed to uncover (a) the current operating definition of personalized learning, (b) whether or not personalized learning initiatives are occurring within the workplace setting, and (c) what obstacles exist in implementing personalized learning as well as (d) what opportunities for personalized learning exist from an organizational standpoint. Design and implementation considerations for future programs, resources, or tools that incorporate personalized learning as a learning strategy in online workforce training and development are discussed.