Hi,
As far as I'm concerned, it's recommended to set up Server 2019 with new IP address and name, then refer to the following about how to migrate Server 2008 file server to Server 2019 with storage migration service. On the ISCSI target server, in the target, add Server 2019 to connect.
After migration, remove the old server in the target and retire Server 2008.
https://learn.microsoft.com/en-us/windows-server/storage/storage-migration-service/migrate-data
https://learn.microsoft.com/en-us/windows-server/storage/storage-migration-service/overview
Thanks for your time!
Best Regards,
Anne
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