The umbrella term “DevOps” has grown so much over the last few years that the word now strains to mean the same thing for all people. This is less a semantic issue and more a reflection of the growing scope of software delivery automation. At the helm of this growth are the operators who manage the tooling and practices that enable today’s software delivery methods. Their role has morphed and grown immensely, even over just the last two years that CircleCI has been running behind their firewalls. These operators’ responsibilities are myriad: they are responsible for keeping the tool chains that developers use every day humming along while answering to the business for security, cost control, and compliance. Behind the scenes, they are keeping inevitable technical fires at bay while facing increasing pressure from senior management to deliver on Digital Transformation.