Debra L. Dooley came to the ACGME 22 years ago, initially in an administrative role with the Review Committee for Internal Medicine. She retires today, after 10.5 years as the Director of Educational Activities, where she leads the team responsible for producing the ACGME’s educational programming, and most notably the Annual Educational Conference. We spent some time with her before she left, discussing her career, her mentors, her legacy, and the renaming of the Debra L. Dooley Program Coordinator Excellence Award.