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On Premise Exchange to Office365 Hybrid Guidence Needed

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Hey all,

I need some here.

I have an Exchange 2010 and 2013 coexistence scenario.  Majority of mailboxes are still Exchange 2010.

I now have licencing and want to move our entire environment into Office365.  I want to start with one email domain, test it for a month then move another domain over.  For example we have @volunteer.domain.com email domain users.  I want to move them over to office365 first and basically use them as guniee pigs, before I move our staff/employee accounts over which are @domain.com.  All of my @volunteer accounts are still on exchange 2010, and all proxy through the exchange 2013 cas servers.  Basically only about 20 accounts have been migrated to exchange 2013.

I feel like I just need some help and direction on which way to go here.

  1. Do I first finish the on-premise migration so that everyone is an exchange 2013 mailbox, AND THEN setup hybrid with office365 and move the mailboxes to the cloud?
  2. Do I leave the @volunteer mailboxes in exchange 2010 and setup hybrid config, using 2010 or 2013?
  3. do I move the 20 exchange 2013 mailbox users back to 2010 and get rid of the on premise 2013 exchange, then setup hybrid and begin moving people to office365?

I feel stuck not knowing which way to go forward.


Andrew Huddleston | Hillsong Church | Sydney


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