This paper provides a historical look at the technical migrations of the Chronopolis digital preservation system over the last ten years. During that time span the service has undergone several software system migrations, moving from middleware-based systems to a suite of individual, finely scoped components which employ widely used and standardized technologies. These transitions have enabled the system to become not only less dependent on interpretation by middleware, but also easier to transfer to new storage components. Additionally, the need for specialized software knowledge is alleviated; any Linux systems administrator should be able to install, configure, and run the software services with minimal guidance. The benefits of moving to a microservices approach have been instrumental in ensuring the longevity of the system through staff and organizational changes.