Security technologies and solutions change constantly. Today's new hotness will be tomorrow's old news and distinguishing features will be defaults in the next version. The insane pace of the digital arms race makes it difficult to keep up with the latest trends and skills. In this talk I'll explore this phenomenon & look at examples over the last 30 years to demonstrate a consistent pattern in the technology lifecycle. Then I'll outline proactive steps to prepare yourself to maintain a career in this field. By the end of this talk, you'll walk away with practical guidance on preparing for the future, avoiding burnout, and building your skill-set in a way that will prevent you from being replaced by a small shell script or the next security appliance.