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Migrating Entra Connect Sync to Cloud Sync without an outage

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Migrating Entra Connect Sync to Cloud Sync without an outage

Staged runbook for moving a live directory from Entra Connect Sync to Cloud Sync: prerequisite checks, OU-by-OU pilot, cutover, and switching Connect off.

Solving Microsoft 365 · www.solvingmicrosoft365.com/guides/entra-connect-to-cloud-sync-live-migration

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Step 0: can you go at all?

Cloud Sync cannot do everything Connect does. Before planning anything, check the tenant for the features that block a full migration:

Solving Microsoft 365 · www.solvingmicrosoft365.com/guides/entra-connect-to-cloud-sync-live-migration

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Step 1: install the agents, configure, verify — and do not enable

Install the provisioning agent on two or more servers (Windows Server, outbound HTTPS only, no inbound). Register them in the Entra admin center under Cloud Sync. Then create a configuration for the forest, scoped to a…

Solving Microsoft 365 · www.solvingmicrosoft365.com/guides/entra-connect-to-cloud-sync-live-migration

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Step 2: hand the pilot OU over

This is the step with sequencing rules, and they exist to prevent Connect from deleting the users you are about to move.

Solving Microsoft 365 · www.solvingmicrosoft365.com/guides/entra-connect-to-cloud-sync-live-migration

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Step 3: repeat until Connect owns nothing

Move OUs in batches — sites, departments, whatever is meaningful — repeating step 2 each time. Batches of a few hundred users keep the pending-export review readable. Groups follow the users; move an OU that holds group…

Solving Microsoft 365 · www.solvingmicrosoft365.com/guides/entra-connect-to-cloud-sync-live-migration

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What can go wrong, and what needs support

The failure mode is always the same: a scoping change on Connect that looks like a mass delete. The accidental deletion threshold catches it, and the correct response is to investigate, never to disable the threshold to…

Solving Microsoft 365 · www.solvingmicrosoft365.com/guides/entra-connect-to-cloud-sync-live-migration

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