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Exchange 2003 migration to Office365 and Dirsync RRS feed

  • Question

  • Hi all,

    I have decided to complete a cutover migration to Office365, however am a bit unsure if I need to complete the DirSync configuration before or after the migration.

    My current environment consists of an exchange 2003 server with various other servers.  What I am hoping to achieve is migrating all mailboxes to Office365 and on completion, users can use their domain credentials to access Exchange online email. 

    My plan is outlined below:

    Implement DirSync on a server within my domain. This will sync all user accounts to my Azure infrastructure. In addition I will enable password synchronisation and "should" be able to login with my AD credentials to office365 once the sync has completed.

    2) Once I am happy that all user are visible in Office365, I then begin my cutover migration.

    How do I marry up my Office365 accounts to my exchange mailboxes?  Is it a case of mail enabling the accounts on Office365, switching MX records to deliver to Office365 servers and then uploading old account data to Office365?

    In my mind that sounds logical, but I've worked in I.T long enough to know that its not always that simple!!

    Or

    Do I perform the cutover migration first, meaning all users will have separate Office365 credentials from Domain credentials, and then install/configure DirSync!

    Any help would be appreciated

    Andrew

    Monday, March 14, 2016 6:35 PM

Answers

  • Implement DirSync first.  It will create the target accounts, which you then license and populate with the source mail.

    DirSync takes care of the "marrying up".  Licensing enables the mailbox.

    When implementing DirSync, you make the choice of using password sync, or use of AD FS servers (or third-party equivalent) which you would have to provide.


    Ed Crowley MVP "There are seldom good technological solutions to behavioral problems."
    Celebrating 20 years of providing Exchange peer support!

    Monday, March 14, 2016 7:52 PM

All replies

  • Implement DirSync first.  It will create the target accounts, which you then license and populate with the source mail.

    DirSync takes care of the "marrying up".  Licensing enables the mailbox.

    When implementing DirSync, you make the choice of using password sync, or use of AD FS servers (or third-party equivalent) which you would have to provide.


    Ed Crowley MVP "There are seldom good technological solutions to behavioral problems."
    Celebrating 20 years of providing Exchange peer support!

    Monday, March 14, 2016 7:52 PM
  • Hi,

    In addiction to above suggestion,I suggest you also have a look at the following articles which introduces the detailed steps about the migration.

    Step-By-Step: Migration of Exchange 2003 Server to Office 365

    http://blogs.technet.com/b/canitpro/archive/2013/05/31/step-by-step-migration-of-exchange-2003-server-to-office-365.aspx

    Regards,

    David




    Tuesday, March 15, 2016 6:27 AM
    Moderator
  • Thanks Ed,

    However I have seen the following article in which someone suggests to complete the cutover migration first and then implement Dirsync:

    https://community.office365.com/en-us/f/156/t/220992

    sukh828

    "do the cutover migration then install dirsync. do not do before."

    Has Dirsync improved somewhat since this question was raised?

    Tuesday, March 15, 2016 10:21 AM
  • Thanks David,

    yes, I am aware of this article and will be using it to assist the cutover migration.  My concern related to the Dirsync area which this article doesn't mention.

    Regards

    Andrew

    Tuesday, March 15, 2016 10:23 AM