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Exchange 2016 - new Databases and Migration

You could refer to the Mailbox migration best practices introduced here.
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Exchange 2016 - new Databases and Migration

If you can tolerate the potential data loss of having to restore to the previous nightly backup, then yes, enable circular logging during the migration process. You should only need to do this on the ...
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How do I migrate my Exchange 2016 from Windows Server 2012 R2 to Server 2016?

It would be best if you are migrating properly from OS to OS, from Exchange to Exchange. Use this Exchange Deployment Assistant tool to build your own migration walk-through.
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Exchange Server Autodiscover external URL

Generally there is no necessary to create other virtual directories - one for each organization. Which would suffice that for each company you create in DNS an A record called webmail with the IP ...
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