The present phenomenographic research aimed to explore the qualitatively different ways early childhood educators experienced career pathway transitions from a Child Development Associate credential to an associate degree program. I applied Schlossberg's Transition Theory as a data collection and analysis framework. I collected narratives from fifteen early childhood educators across Ohio who earned their credentials and transitioned to or graduated from associate degree programs in early childhood education within the past five years. I interpreted the data and created the outcome space identifying six categories of description highlighting the context, conditions, motivation, support, strategies, and progress of the collective transition experience. From the categories of the outcome space, I produced six key findings: (1) level of support needed, (2) impact of star-rating on the decision to transition, (3) swirling movement, (4) motivation despite obstacles, (5) benefits of higher education on teaching preparedness, and (6) a new application of Schlossberg's Transition Theory. The findings point to potential, actionable strategies to support early childhood educator professional development, including continued and increased scholarship funding to early childhood educators, empowerment of program administrators/directors, individualized higher education recruitment practices, and advocacy efforts to promote the profession by showcasing success stories. [The dissertation citations contained here are published with the permission of ProQuest LLC. Further reproduction is prohibited without permission. Copies of dissertations may be obtained by Telephone (800) 1-800-521-0600. Web page: http://www.proquest.com/en-US/products/dissertations/individuals.shtml.]