VM extensions are software components that run inside the VM to enable configuration management, security, monitoring, and other features. VM extensions have a 90-minute provisioning timeout. They must complete their installation or update within that time limit. Typically, Azure doesn't continuously retry the failed extension immediately. Instead, the retry process is triggered the next time that a VM operation occurs that re-engages extension provisioning (such as **Start** or **Redeploy**). This retry behavior can delay completion of the operation until the extension either succeeds or times out again.
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