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In the last few months, I looked more closely at a topic many teams put off: moving from Azure DevOps Server (on‑prem) to Azure DevOps Services (cloud). On paper, it sounds simple – “lift and shift” – but in practice, it is a mix of automated migration and human coordination. What can be migrated? The good news is that the core platform data usually moves well when you use Microsoft’s Azure DevOps Data Migration Tool (DMT). You can bring across projects and collection configuration, Git repositories with full commit history, and Azure Boards data, such as work items, links, and attachments. Pipeline definitions (YAML and Classic) are migrated as definitions so that teams can see their pipelines in the cloud on Day 1. What cannot be migrated is important for defining expectations. Pipeline execution history (old runs, logs, artefacts) does not transfer to the cloud. Secrets are another big one: secret variables, tokens and passwords from variable groups or service connections are n...