Adults with disabilities face challenges during transition points in their lives, including while transitioning into and out of post-secondary education. Both learners and educators share responsibility for understanding strategies that enhance educational inclusion. Creating an inclusive learning environment provides the means for overcoming transition barriers. This paper will identify practical strategies to address disability complications at transition points. Suggested strategies that assist learners with disabilities include actionable items that learners and educators can implement. Learner strategies focus on self-disclosure, accommodation requests, and communication elements. Educator strategies focus on course design, communication, engagement, and support elements. [For the full proceedings, see ED648717.]