At Chaos Conf 2019, Lenny Sharpe and Brian Lee from Target discussed their journey in implementing Chaos Engineering to enhance IT resiliency and prevent outages, providing insights into how this approach became integral to Target's operations. Initially facing skepticism and resource constraints, the team embraced innovative strategies like game days and self-service experimentation to identify and address system weaknesses before they could lead to incidents. Despite initial challenges, including a lack of observability and predefined steady states, the initiative gained traction as teams recognized its value in revealing system deficiencies and improving preparedness for peak times. By fostering a culture of experimentation and learning, Target was able to integrate Chaos Engineering into its broader resiliency framework, demonstrating its effectiveness in reducing disruptions and enhancing system reliability, while also finding creative ways to promote the practice internally.