Diversity training is situated in a cultural context characterized by sociopolitical polarization, complex and fluid social identities, social movements, and debates over its appropriateness. Yet, we lack theories on the drivers of diversity learning and transfer that consider both unique workforce composition characteristics and contextual changes. Diversity training researchers have focused primarily on static aspects of training design and content while largely ignoring the role of the learner. Because these oversights have fueled persistent questions about the effectiveness of diversity training, we offer a learner-centric, process-based model of diversity training that acknowledges the broader context in which it is situated and its influence on trainee motivation, learning, and transfer. We consider the interplay among the design factors, learning context, and learner characteristics in the pre-training, training, and post-training environments, and explore the self-regulatory mechanisms through which trainees can guide their learning. We close by discussing how our process model of diversity training changes our understanding of past research and redirects future research, and we apply the model to several prototypical diversity learner personas to demonstrate how it can be used in practice to personalize diversity training and address barriers to its effectiveness.