Migrating 2008 R2 to Office 365 with onsite AD and Exchange RRS feed

  • Question

  • Hi there

    Our corporate domain is set up as follows

    1) Our Active Directory controllers (we have 2) are both Windows Server 2008 R2 Enterprise.  

    2) Our Exchange Server is also Server 2008 R2 Enterprise, and Exchange itself is 2007 v 08.03

    3) Our users all use Microsoft Office 2007 Service Pack 3. 

    Our company wants to transition to Microsoft Office 365. My team has been tasked with drawing up a project road map. It's not just about buying licences for 365 for our users, we need to upgrade our Domain Controllers and our Exchange first. 

    What I am hoping someone here can help with, are the following questions.

    1) Do we begin with our Domain Controllers? And if we choose 2012 R2, how long can we expect to have no compatibility issues? Is 2016, or 2019 preferred?

    2) Regarding Exchange, my question is the same. What server version, and what Exchange version, do we require in order to have complete compatibility with our migration to 365?

    3) Regarding both upgrades above, should we look at software upgrades on the existing servers, or completely new installs on new hardware? 

    4) Once our Domain Controllers and Exchange have been upgraded, will our existing 2003 and 2008 Servers (some are SQL servers) still function normally?

    5) Are there any hidden dangers that we may be unaware of? 

    Many thanks for your assistance everyone.

    Friday, June 12, 2020 9:40 AM

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