Hello @dirkdigs ,
Thank you for your question.
Office 365 will not allow a cutover migration on tenants who already have directory syncs in place.
When using transition migration, Office 365 would enumerate all on-premises mailboxes and create equivalent ones in Exchange online (this step is called “provisioning”).
Once the migration is complete, you can perform a full sync to "connect" your users to the on-premises AD, matching user attributes and passwords.
I generally recommend:
- Start the transfer migration batch.
- Install and configure AD Connectet - DO NOT initiate synchronization and make sure to disable the scheduled task.
(This would allow for quick synchronization once the migration is complete)
- Complete the migration.
- Run a full sync and enable the scheduled task to sync deltas at a predefined interval.
See the articles below for other useful information:
https://answers.microsoft.com/en-us/msoffice/forum/all/ad-connect-dirsync-after-cutover-migration/cc3fe96a-7e86-493e-bcd1-58d4079596ef
https://social.technet.microsoft.com/Forums/lync/en-US/36ab1a5b-31ca-4f54-8848-361ff84d5e47/using-dir-sync-after-cut-over-migration?forum=onlineservicesmigrationandcoexistence
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