Cutover Migration with multiple SMTP domains

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  • MarkJones
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    #166064

    Hi Guys.

    Firstly I will start by saying I’ve done a cutover migration with a single SMTP domain no problem, so I understand the steps required.

    I’m starting a cutover migration from SBS2008(fully patched) to Office 365, this migration is for 50 Mail enabled users and some distribution groups. On this Exchange 2007 Server I have 5 accepted domains…. lets call them @domain1.com, @domain2.com, @domain3.com, @domain4.com and @domain5.com (originally this server was only for @domain1.com)

    I have an SSL cert for domain1.com which contains remote.domain1.com and autodiscover.domain1.com used for Outlook Anywhere.

    Over the years the other domains have been added, but they have no SSL CERT associated with them, I don’t have autodiscover DNS records for domain2.com ,domain3.com, domain4.com or domain5.com anywhere(these are only used by internal Outlook clients)

    The mail enabled user, some have primary email address for domain1.com and additional address from the other 4 domains, while other mail enabled users will only have a single/primary address from domain5.com .etc(so in effect not all users have the original domain1.com as an address)

    So far I have setup my Office365 account as far as having the 5 domains verified by adding a TXT record in external DNS.

    THIS IS WHERE I GET CONFUSED.

    When I continue with the migration I don’t understand how Office365 will be able to sync email messages from my domain2.com, domain3.com, domain4.com, domain5.com addresses which don’t have an SSL CERT or autodiscover(I can setup autodiscover.domain2.com, autodiscover.domain2.com…. etc if required).

    Do I need an address of @domain1.com on all the mail enabled accounts and distribution groups to get this to work…?
    Or
    If I setup autodiscover.domain2.com, autodiscover.domain3.com …etc.. pointing to the same external IP address as what autodiscover.domain1.com points to, will this allow it to work…?
    Or
    Set the user principal name in SBS2008 active directory to @domain1.com(currently this is set to [email protected] for all users)

    Hope you understand my explanation.

    Regards
    Mark

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