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Does Exchange Setup Automatically Run PrepareSchema?

The question "Does Exchange setup automatically run /PrepareSchema?" was something that came up many times in the recent Hafnium remediation activities.  This was due to many customers not updating Exchange for multiple years, and being extremely behind on updates.  In order to get Exchange updated, it was necessary to perform multiple steps in the upgrade process.  Sometimes the /PrepareSchema ta… Read the rest “Does Exchange Setup Automatically Run PrepareSchema?”

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TenantOrganizationConfig Required When Preparing Active Directory

When running /PrepareSchema in an Exchange organisation with an existing Exchange Hybrid deployment you may run into an error which states:

"A hybrid deployment with Office 365 has been detected. Please ensure that you are running setup with the /TenantOrganizationConfig switch"

This is shown below:

Error - A hybrid deployment with Office 365 has been detected. Please ensure that you are running setup with the /TenantOrganizationConfig switch

A similar issue will occur if you specify only /PrepareAD

Same Issue - Error - A hybrid deployment with Office 365 has been detected. Please ensure that you are running setup with the /TenantOrganizationConfig switch

Note that the /TenantOrganizationConfig switc… Read the rest “TenantOrganizationConfig Required When Preparing Active Directory”

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Unable to Run Exchange Setup–Pending Reboot From a Previous Installation

When installing Exchange updates, I place the server into maintenance mode and restart it prior to installing the actual Exchange update.  This is due to have being burned many times by other teams or third party tools that conveniently "overlooked" the fact that their setup required the machine to restart.  It also provides an opportunity for issues caused by those third party tools to surface be… Read the rest “Unable to Run Exchange Setup–Pending Reboot From a Previous Installation”

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Exchange .NET Framework Upgrade – The Unsupported Kangaroo In The Room

Exchange Upgrade CU .NET Framework Support

It is critical Exchange installations are properly maintained in all regards.  In order to stay current with Exchange Cumulative Updates (CUs), it is necessary to read the release notes for a given CU to determine if an update is required for the .NET Framework.  Staying current on updates is required to receive full support from Microsoft.  Exchange Hybrid supports N and N-1 for on-premises CUs, … Read the rest “Exchange .NET Framework Upgrade – The Unsupported Kangaroo In The Room”

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Exchange 2019 Setup Screenshots – Commandline Install

Exchange 2019 Setup

This is a reference post for Exchange 2019 screenshots of the command line installation process.  You will note similarities to the Exchange 2016 installation.

Update 30-9-2021 Newer versions of Exchange 2019 have slightly modified the prerequisites and also the original command line options that are shown below.  Please see the Exchange 2019 CU11 setup changes post for details.

Planning And Preparat

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13

Should I Overwrite The Default Exchange SMTP Certificate?

Exchange Prompt To Overwrite Default SMTP Certificate

When adding a TLS certificate on an Exchange server, the inevitable prompt will appear to enquire if you wish to overwrite the default SMTP certificate binding.  While the UI in the current versions of Exchange is slightly different, it was basically the same prompt in Exchange 2010 & Exchange 2007.

Exchange Prompt To Overwrite Default SMTP Certificate

While the prompt language was the same in Exchange 2007 and newer versions, the way that transpo… Read the rest “Should I Overwrite The Default Exchange SMTP Certificate?”

1

April 2021 Exchange Security Updates

Today is patch Tuesday for April 2021 and there are critical Exchange server security updates in the release.  You can review all of the affected products on the MSRC blog or on the Security Update Guide (SUG).

Updates have been released for supported versions of Exchange 2013, 2016 and 2019.  Details can be found in KB 5001779.

Update 5-5-2021.  Two articles with known issues relating to this securitRead the rest “April 2021 Exchange Security Updates”

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Exchange & TCP/IP Port Range

The below is an interesting result after installing Exchange.  The act of installing Exchange will change how TCP/IP operates on the server with respect to ephemeral connections.

This may manifest itself in a few ways.

For example:

  • Security or Network are "surprised" with different network behaviour on an Exchange server when reviewing captures
  • Network team sets a very restrictive firewall ACL which is
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Exchange Setup Fails – Error 3221685616

The saying goes that nothing monitors AD better than Exchange.  While the symptom is an Exchange issue, the underlying root cause is typically something else. Though as an added "feature" Exchange can also monitor additional elements of your infrastructure and indicate they are also unhealthy...

This is one of those such cases, where an Exchange CU was not installing.    In the screenshot below, yo… Read the rest “Exchange Setup Fails – Error 3221685616”

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Quick Tip – Query Block Mode

Exchange 2010 SP1 introduced the concept of block mode or granular replication.  This minimised the time taken for transactions on the active node to be replicated to passive nodes.  Since the feature is enabled by default and is self-managing, there is a good chance that you are benefiting from it without being fully aware of it.

See also understanding High Availability and Site Resilience

If you d… Read the rest “Quick Tip – Query Block Mode”