Using Office 365 instead of Exchange with SBS 2008

Yes, SBS 2008 is no longer supported. But I still have one remaining customer using it. This weekend I moved their email over to Office 365. I figured if I still have one site, there may be others in the same boat.

For this customer, after making a backup PST file for each user, I went into Services from the SBS 2008 server and disabled of the Exchange services from running.

The other thing that needs to be done is to prevent Outlook from looking to the SBS server for its AutoDiscover information. The process is very easy using two Exchange Powershell commands. Mark Berry’s excellent blog post from August 2011 provides the detail steps, including doing a quick backup of IIS, before removing the AutoDiscover Virtual Directory.

Here are the basic steps involved, all done from the SBS 2008 console:

  • Open up an elevated Exchange Management Shell
  • Display the current AutoDiscover virtual directory settings using this command
    Get-AutodiscoverVirtualDirectory | fl Name, Server, InternalUrl, ExternalUrl, Identity
  • Make note of the value of the Identity field.
    In my case it was: SERVER01\Autodiscover (SBS Web Applications)
    image
  • Remove the AutoDiscover virtual directory with this command:
    Remove-AutodiscoverVirtualDirectory –Identity "<identity value retrieved above>"

    In my case I entered:
    Remove-AutodiscoverVirtualDirectory –Identity “SERVER01\Autodiscover (SBS Web Applications)”
    You will be prompted to respond with “Y” to proceed
    image

  • Then verify that the AutoDiscover virtual directory is no longer there
    Get-AutodiscoverVirtualDirectory | fl Name, Server, InternalUrl, Identity

Note: no rebooting of the server is required. At this point after installing Office 2016, click to start up Outlook. My understanding is that these steps will also work with SBS 2011.

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