This session offers a unique journey through the pitfalls of overengineering, drawing on historical anecdotes and modern tech challenges to illustrate the vital importance of simplicity in engineering. The speaker shares personal experiences and broader industry examples, including ACE Auto Club Europa's migration journey, to showcase how the quest for innovation often leads us astray. From the misuse of data during WWII to the complexities of managing microservices at Amazon Prime, attendees will explore the consequences of letting passion override practicality. The session aims to redefine simplicity and complexity, providing a fresh perspective on engineering decision-making.