Abstract: The present system automatically allows a user to create a pipeline for performing a progressive rollout and automatically performs the rollout in progressive steps. As part of creating a pipeline, a user creates multiple rollout phases and multiple approval phases. At each rollout phase, a portion of users using the current version of a software receive a rollout or update. The types of users may be configured based on user attributes. The approval phase for each rollout may determine if the software at the customer location is satisfying certain key performance indicator (KPI) requirements and whether the software update is correcting what it was intended to address. The present technology may automatically apply the updates, automatically review the performance of the updated application, and automatically approve the rollout to move onto the next phase, all without any administrator decisions.