Explore the evolution of teaching penetration testing in higher education through this conference talk. Gain insights into the challenges and solutions for integrating pen testing into academic curricula. Learn about the differences between industry certifications like OSCP and traditional higher education approaches. Discover strategic and tactical solutions for preparing students in penetration testing classes, including understanding abstract concepts and creating effective learning environments. Examine the bimodal grade distribution phenomenon and its implications for course design. Delve into an incomplete exploitation guide for external penetration testing, providing a practical perspective on the subject matter.