Versioning APIs and managing documentation for multiple versions can be challenging, but tools like Bump.sh simplify the process by providing flexible workflows. Bump.sh allows for different strategies such as hosting each API version in separate Git repositories, branches, or directories within a monorepo, while maintaining the API descriptions alongside the source code. It supports the concept of branches, which can represent major versions, beta stages, or other release terms, and provides a straightforward way to deploy documentation with its CLI. By using Bump.sh, developers can easily manage API documentation updates and deprecations, offering capabilities like automatic changelogs and subscriber alerts to guide users towards newer API versions. The platform facilitates a smooth transition for users by balancing the introduction of new features with deprecation warnings for older versions, ensuring updated and accessible documentation through its structured deployment processes.