Explore the challenges and strategies for transitioning from monolithic systems to microservices architecture in this 40-minute Docker conference talk. Learn about the technical and cultural issues that arise during adoption and maintenance of microservices, including the impact of Dunbar's Number and Conway's Law, build-time vs runtime continuous integration, testability evolution, API versioning, logistics overhead, and artifact management. Discover how to achieve operational excellence at scale using Docker, understand why microservice architectures align with organizational structures, and gain insights on adapting monolith tooling for microservice environments. Delve into topics such as distributed coordination, multi-process debugging, dependency management, and monitoring health in a microservices ecosystem.