Allegories have been used to represent ideas, concepts, and processes, primarily in classical literature. In engineering education, allegories have been used to describe the different roles within academia . Here, we focus specifically on the path of a doctoral student in engineering working towards earning their degree and completing a dissertation. The path will be discussed as an allegory to "The Lord of the Rings" by J.R.R. Tolkien . This allegory explores the milestones, characters, barriers, and support doctoral students will meet along their journey. The session will utilize identity-trajectory to guide discussion and encourage attendees to explore and share their experiences. The session is aimed at providing guidelines to students progressing through a doctoral degree and to assist graduate advisors in supporting their students on this journey.