Delve into captivating tales from the world of red teaming in this 44-minute conference talk delivered at DerbyCon 3.0. Explore the intricacies and challenges of offensive security operations as Chris Nickerson shares compelling stories from his experiences in the field. Gain valuable insights into the methodologies, techniques, and unexpected situations encountered during red team engagements. Learn from real-world scenarios that highlight the importance of adaptability, creativity, and strategic thinking in penetration testing and security assessments.