Explore the intricacies of planning and executing a red team engagement in this comprehensive conference talk from BSides Columbus 2017. Delve into wargaming concepts, engagement definitions, and security maturity models. Learn about the three target areas of red teaming and discover new ideas for security testing. Examine threat scenarios and their relationship to red team exercises. Gain insights into tools like Cobalt Strike and its features for C2 communication and traffic generation. Follow along with a practical example scenario involving ACME Gas, covering threat modeling, scenario development, lateral movement, and hunt team responses. Analyze Cobalt Strike reports and pivot paths to enhance your understanding of red team operations. Conclude with valuable closing thoughts on effective red team engagements.