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Explore the intricacies of designing security challenges in this 37-minute conference talk from DefCamp 2019, the premier Hacking & Information Security conference in Central and Eastern Europe. Delve into the complexities and considerations involved in crafting effective and engaging security challenges, drawing insights from the experiences at DefCamp. Gain valuable knowledge about the thought processes, strategies, and potential pitfalls in challenge creation, essential for both security professionals and enthusiasts. Discover how these challenges contribute to the hands-on learning environment that DefCamp has been fostering since 2011, bringing together diverse perspectives from decision makers, security specialists, entrepreneurs, and developers across the global INFOSEC community.