When experienced project managers seek a new kind of challenge, some turn to teaching at the university level, where their lessons learned and understanding of real-world dynamics can help students best prepare for real-world work experiences. This article discusses how experienced practitioners can establish careers as university lecturers. In doing so, it describes the advantages of mixing real-world experiences with textbook lessons; it reports how one project manager transitioned from the corporate world to the academic world and then to his current role as a college professor, corporate trainer, and published author. It then identifies the challenges involved in leaving the corporate office world to work in the halls of academia. Accompanying this article are two sidebars: Each details a particular reality about transitioning from a corporate position to an academic position.