Working technology for a political campaign involves the shortest timelines, tightest deadlines, and highest stakes you will likely ever encounter in a technology career. Come hear a tale of two political campaigns - a state measure campaign and a presidential campaign - and the application of both DevOps technologies and culture to move fast, pivot quickly, and hopefully win. One of the key challenges of politics - as well as DevOps in general - is harnessing automation without losing the critical human touch which moves hearts and changes minds. Learn how to find the line where too much automation (yes, there is such a thing) is counterproductive and you need to pull back to maintain a personal connection with voters, customers, employees, and more. You will also walk away knowing how to take the lessons and experience learned to future campaigns and projects - especially when your candidate, product, etc. does not end up winning. There is value - sometimes more value - in a loss as well as a win. Learn how to take what you can, iterate, and refine it for a future application.