Tag Archives: Outlook

Autodiscover in an Exchange interorg migration with Quest QMM

Outlook clients get their configuration information using the Autodiscover protocol from the Exchange server where their mailbox resides and the underlying Active Directory. This works fine, until you are in an interorg migration scenario using the Quest Migration Manager (QMM) for Exchange.

When using Microsoft tools (ADMT, Prepare-MoveRequest.ps1 and New-MoveRequest) the source Mailbox in Exchange is converted to a Mail-Enabled user at the moment of migration finalization. At the same moment the Mail-Enabled User property targetAddress is stamped with the SMTP address of the Mailbox in the new forest. SMTP works fine now, and also Autodiscover will follow the SMTP domain that’s in the targetAddress property. This is true for an interorg migration on-premises, but it is also true when moving Mailboxes from Exchange on-premises to Exchange Online in a hybrid scenario.

When using Quest tooling things are a bit different. The source Mailbox is not converted to a Mail-Enabled User, but it continues to exist at a regular Mailbox. The Outlook profile on the desktop is converted using the CPUU tool using local Autodiscover.xml files so that the Outlook client no longer connects to the old Mailbox but to the new Mailbox.

This works fine for the existing client, but when a user gets a new laptop, or has to configure the Outlook profile again, Outlook will use the Autodiscover process and thus connect to the old Mailbox. Since this isn’t converted to a Mail-Enabled User, Outlook will find the (old) Mailbox, it will stop searching (and thus will not follow the targetAddress property) and return the configuration information for the old Mailbox.

To fix this, we have to export the Autodiscover information from the new Exchange organization to the old organization. I found an old blogpost written by Andread Kapteina (Senior Consultant at Microsoft) in the Google cache (since his blogs no longer exist at the Microsoft Technet Site) about this scenario in an interorg Exchange 2007 to Exchange 2010 migration, but I found that it is also valid in an interorg Exchange 2013 to Exchange 2016 migration. And it should be valid in every interorg Exchange migration from Exchange 2007 and higher.

Export-AutodiscoverConfig

To export the Autodiscover configuration from the new Exchange 2016 to the old Exchange 2013 organization, execute the following commands on the Exchange 2016 server:

$OldCred = Get-Credential OldForest\administrator
Export-AutodiscoverConfig -DomainController <NewForestFQDN> -TargetForestDomainController <OldForestFQDN> -TargetForestCredential $OldCred -MultipleExchangeDeployments $true

The -MultiplExchangeDeployments options should be set to $true since both forests contain an Exchange organization.

The Exchange Management Shell does not report anything back, so no need to show it here 😊

When we look in the AD Configuration container we can now see two SCP records:

  • One record can be found under CN=Services, CN=Microsoft Exchange, CN=<Organization>, CN=Administrative Groups, CN=Exchange Adminstrative Groups (FYDIBOHF23SPDLT), CN=Servers, CN=<ServerName>, CN=Protocols, CN=Autodiscover, CN=<ServerName>. This will contain the regular SCP information that Outlook needs to connect to the existing Exchange organization to retrieve its information.
  • The second record can be found under CN=Services, CN=Microsoft Exchange Autodiscover, CN=<FQDN of new Forest>. This will contain information regarding the target (i.e. new Exchange 2016) forest that the Outlook needs for migrated Mailboxes.
    This second record can be seen in the following screenshot:

CN=Microsoft Exchange Autodiscover

The keywords property of the SCP record contains the Accepted Domains of the new Exchange 2016 organization, like Exchangefun.nl, Corporate.Exchangefun.nl and target.qmm (the Quest target domain). This means when a new Accepted Domain is added to Exchange 2016, the Export-AutodiscoverConfig command needs to be run again.

The serviceBindingInformation property contain an LDAP link to the Exchange 2016 forest where Outlook clients can find information from the migrated Mailboxes.

Granting permissions

To avoid issues with Outlook clients of not migrated Mailboxes (that need to retrieve information from the old Exchange 2013 organization) we have to hide the exported SCP for these users. At the same time, we have to hide the original SCP record in Exchange 2013 for Mailboxes that have been migrated to Exchange 2016 (and where Outlook should NEVER receive old Exchange 2013 information).

To achieve this, create a Universal Security Group with a name like “Migrated_Users”, remove the Authenticated Users group from the exported SCP and grant the Migrated_Users Security Group Read permissions on this object as shown in the following screen shot:

Remove Authenticated Users

At the same time we have to grant an explicit deny Read permission to the Migrated_Users Security Group on the original SCP record as shown in the following screenshot:

Explicit Deny

Summary

Now when a Mailbox is migrated using QMM and the CPUU tool, add the user to the Migrated_Users Security Group. At this moment its Outlook client will no longer find the original (Exchange 2013) SCP record but the exported SCP record. Outlook will then connect to the target Active Directory forest with Exchange 2016 and retrieve the correct information.

Note. It took us quite some time when testing this scenario with different versions of Outlook (2010, 2013 and 2016) but the scenario explained here turned out to be working fine with these versions. But please test in your own test environment with various clients as well.

More information

 

SSL Certificate warning during or after Exchange server setup

When installing a new Exchange server (2013/2016/2019) in an existing environment, Microsoft recommends installing this new Exchange server in a separate Active Directory site, configure the server there and then move the server to its production Active Directory site.

The reason for this is Outlook and the Service Connection Point (SCP) in Active Directory. Somewhere during the installation process a new SCP is created in Active Directory, but when created it is not configured and points to the FQDN of the Exchange server instead of the more general Autodiscover.contoso.com/Autodiscover/Autodiscover.xml URL. When an Outlook client accidentally discovers this unconfigured SCP it will try to connect to the new server instead of the Autodiscover FQDN which will result in a certificate warning message similar to the following:

image404

To avoid this, the SCP should be configured as soon as it is created in Active Directory (and this is during setup itself).

Tony Murray, also an MVP, has written a PowerShell script (Set-AutodiscoverSCPValue.ps1) that will check the existence of the Exchange server object in Active Directory, and when it is created by the Exchange setup application, it immediately sets the correct Autodiscover value in its SCP.

When you run the script it will check every 5 seconds (time is configurable) for the newly created server object, and when it finds it, it will set the correct value as shown in the following screenshot:

set-AutodiscoverSCPValue

From this moment on Outlook client can safely discover this SCP record, and it will be automatically connected to the correct Autodiscover URL and therefore the SSL Certificate warning will not appear (assuming the original servers are configured correctly of course).

More information and download – https://gallery.technet.microsoft.com/office/set-autodiscoverserviceinte-3930e163

The Microsoft Exchange administrator has made a change…

Recently I had to upgrade an Exchange 2013 platform from CU2 to CU5, there were four Exchange 2013 Client Access servers and eight Exchange 2013 Mailbox servers (in a DAG).

During the upgrade of the Mailbox servers users were presented with the dreaded “The Microsoft Exchange administrator has made a change that requires you quit and restart Outlook.” dialog box.

image

Continue reading The Microsoft Exchange administrator has made a change…

AutodiscoverRedirect in Exchange 2013 SP1 on Windows 2012 R2

In earlier versions of Exchange you can use the Autodiscoverredirect option to retrieve autodiscover information if your primary SMTP domain in your email address does not match the domain name of the autodiscover DNS record in your Exchange deployment. You’ll face this issue when your Client Access server is using webmail.contoso.com and autodiscover.contoso.com but your email address is john@fabrikam.com. In this case your Outlook client will automatically start looking for a DNS record called autodiscover.fabrikam.com which points to the autodiscover.contoso.com. As a result a certificate warning is presented since the name of the request does not match the name on the certificate.

Continue reading AutodiscoverRedirect in Exchange 2013 SP1 on Windows 2012 R2