Cybersecurity - Fix The Exchange! https://www.fixtheexchange.com Official Blog of Josh M. Bryant Fri, 05 Dec 2025 15:54:55 +0000 en-US hourly 1 https://wordpress.org/?v=6.9 Reducing the Exchange and Active Directory Attack Surface https://www.fixtheexchange.com/2019/02/12/reducing-the-exchange-and-active-directory-attack-surface/?utm_source=rss&utm_medium=rss&utm_campaign=reducing-the-exchange-and-active-directory-attack-surface&utm_source=rss&utm_medium=rss&utm_campaign=reducing-the-exchange-and-active-directory-attack-surface Tue, 12 Feb 2019 22:16:04 +0000 http://www.fixtheexchange.com/?p=403 Three years ago I wrote a document titled “Removing Exchange’s ability to impact Tier 0 and Tier 1” that was distributed internally at Microsoft as well as to dozens of Microsoft customers as part of Cybersecurity services delivered through Microsoft Consulting Services (MCS). I had always intended to get this document published publicly, but for […]

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]]> Three years ago I wrote a document titled “Removing Exchange’s ability to impact Tier 0 and Tier 1” that was distributed internally at Microsoft as well as to dozens of Microsoft customers as part of Cybersecurity services delivered through Microsoft Consulting Services (MCS).

I had always intended to get this document published publicly, but for one reason or another, it never happened. With KB4490059 being released in response to @_dirkjan‘s #PriveExchange vulnerability, I’ve decided it’s beyond time to just share it here on my blog. KB4490059 is a step in the right direction. You can add these mitigations on top of it for even further protections, or perhaps find a more compelling reason to switch to the Active Directory Split Permissions model.

Removing Exchange’s ability to impact Tier 0 and Tier 1

Exchange is tightly integrated with Active Directory. When Exchange is installed, the Active Directory Schema is extended, and several highly privileged groups are created. These privileged groups are granted rights to a large number of objects within Active Directory.  A compromised Exchange Server can easily lead to complete control of Tier 1, and in many instances Tier 0.

For more information on the Tier model, see “Securing Privileged Access”.

In Exchange 2010 and later, there are two options for mitigating this risk. Both should be evaluated carefully before implementation. It is only necessary to implement one of these two options.

Mitigation Option 1 – Implement the Active Directory Split Permissions Model

Starting with Exchange 2010, there are three Permissions Models available. Of the three, the Active Directory Split Permissions Model, is the only one that can mitigate this risk without additional modifications to Active Directory. Because this model does not allow Exchange to modify security principles (i.e. create/delete/reset password) or group membership (i.e. add members to security groups that may grant access to other systems), compromise of an Exchange Server is contained to the Exchange environment when running under this permissions model.

This permissions model isn’t for everyone. You should carefully consider the impact switching to Active Directory Split Permissions may have on your organization. It may require a significant change in user provisioning, business practices, or workflows that revolve around Exchange. It is also important to note that while this permissions model is fully supported by the Exchange Product Group, it does not receive the same level of testing as the default Shared Permissions model.

If you’ve determined that the Active Directory Split Permissions Model is right for your organization, you can switch to it by running the following setup command:

setup.com /PrepareAD /ActiveDirectorySplitPermissions:true

For more information on configuring split permissions, see “Configure Exchange 2010 for Split Permissions”.

Implementing the Active Directory Split Permissions model both removes Exchange from Tier 0, placing it in Tier 1, and reduces potential impact to Tier 1.

Mitigation Option 2 – Reduce privileges granted to Exchange in Active Directory

If your organization needs to use the default Shared Permissions Model, the RBAC Split Permissions Model, or still has legacy versions of Exchange present, modifications to permissions in Active Directory are required to mitigate this risk.

To remove Exchange’s potential to impact to Tier 0, permissions granted to Exchange’s privileged groups must be removed from the Access Control List (ACL) on the following groups and their members in all domains within the Active Directory Forest Exchange has been installed in, to include any nested groups and members of those nested groups.

  • Enterprise Admins
  • Domain Admins
  • Schema Admin
  • BUILTIN\Administrators
  • Account Operators
  • Backup Operators
  • Print Operators
  • Server Operators
  • Domain Controllers
  • Read-only Domain Controllers
  • Group Policy Creators Owners
  • Cryptographic Operators
  • Other Delegated Groups

With the exception of the last 3 entries above, these groups should already be protected by AdminSDHolder, which prevents them from inheriting permissions that would allow Exchange’s privileged groups (Exchange Trusted Subsystem, Exchange Windows Permissions, Organization Management, etc.) to take control of them. Members of these groups should have the same protection. However, since Account Operators, Backup Operators, Print Operators, and Server Operators, can be excluded from AdminSDHolder protection, it is worthwhile to take the extra step of removing Exchange’s permission to all of the above groups (if present).

Because the permissions are inherited, the easiest way to accomplish this, is to place all Tier 0 users and groups into the same OU, block inheritance on that OU, and restrict permissions on the ACL for that OU. Full Control (GenericAll), Write (GenericWrite), Modify Permissions (WriteDacl), Write Member (WriteMember), and Change Password (note that Change Password permissions should NOT be removed from “Everyone” or “SELF”), are the permissions that should be removed from any object that should not have the ability to manipulate Tier 0 OUs/users/groups. In most cases the entire security principal can be removed from the Tier 0 OUs/users/groups.

To remove Exchange’s potential to impact Tier 1, a similar approach to the above must be taken.  Exchange’s permissions on the ACLs of users and groups with privileged access to Tier 1 assets.

Because the permissions are inherited, the easiest way to accomplish this, is to place all Tier 1 privileged users and groups into the same OU, block inheritance on that OU, and restrict permissions on the ACL for that OU. Full Control (GenericAll), Write (GenericWrite), Modify Permissions (WriteDACLl), and Write Member (WriteMember), are the permissions that should be removed from any object that should not have the ability to manipulate Tier 1 privileged users/groups. In most cases the entire security principal can be removed from the ACL on the Tier 1 OUs/users/groups.

For example, Exchange should not have permissions to an account or group that grants privileged access to a SQL server.

Privileged accounts and groups should NOT be mail enabled. Therefore removing Exchange’s permissions from them should have no negative impact on operations.  If an account with, or a group used to grant privileged access to, any system, regardless of what tier it resides in, has been mail enabled, privileges should either by removed, or they should be mail disabled. Either way, it may be necessary to create unprivileged accounts/groups for mail use, or non-mail enabled accounts/groups for privileged access use, in order to avoid disruptions.

This approach is not tested by the Exchange Product Group. Failure to exercise caution when implementing this approach could result in damage to the Exchange environment.

Additional Considerations

Service Packs and Cumulative Updates in Exchange often include Schema updates to Active Directory. Because Schema extensions and Active Directory preparation require Schema Admins and Enterprise Admins privileges, this portion of updating Exchange is a Tier 0 operation. Schema extensions and Active Directory preparation must be performed from a Tier 0 Privileged Access Workstation (PAW).

Schema extension and Active Directory preparation performed during an update to Exchange may overwrite some Exchange related settings in Active Directory. It is recommended that permissions on Tier 0 and Tier 1 set according to the guidance above are validated after every Exchange update install.

The post Reducing the Exchange and Active Directory Attack Surface first appeared on Fix The Exchange!.

]]> Hunting Webshells on Microsoft Exchange Server https://www.fixtheexchange.com/2017/05/08/hunting-webshells-on-microsoft-exchange-server/?utm_source=rss&utm_medium=rss&utm_campaign=hunting-webshells-on-microsoft-exchange-server&utm_source=rss&utm_medium=rss&utm_campaign=hunting-webshells-on-microsoft-exchange-server Mon, 08 May 2017 14:15:40 +0000 http://www.fixtheexchange.com/hunting-webshells-on-microsoft-exchange-server/ Microsoft Exchange Servers are a high value target, making investigation of them during Incident Response vital, but where do you start? What should you look for? Backdoor implants in the form of webshells hiding in OWA are on the rise. Find out how to hunt webshells and differentiate between legitimate use and attacker activity, using […]

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]]> Microsoft Exchange Servers are a high value target, making investigation of them during Incident Response vital, but where do you start? What should you look for? Backdoor implants in the form of webshells hiding in OWA are on the rise. Find out how to hunt webshells and differentiate between legitimate use and attacker activity, using default logging available on every Exchange Server, through real world examples. It’s easier than you might think, and these techniques can help up your DFIR game in environments containing Exchange Servers!

This talk was originally presented at the 2017 SANS Threat Hunting and Incident Response Summit. A recording of this talk and the slide deck from it are available below. If you would like an updated version of this talk presented at your event or conference, please contact me on Twitter or LinkedIn.

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]]> Join me at the 2017 SANS Threat Hunting and Incident Response Summit – April 18th and 19th https://www.fixtheexchange.com/2016/12/13/join-me-at-the-2017-sans-threat-hunting-and-incident-response-summit-april-18th-and-19th/?utm_source=rss&utm_medium=rss&utm_campaign=join-me-at-the-2017-sans-threat-hunting-and-incident-response-summit-april-18th-and-19th&utm_source=rss&utm_medium=rss&utm_campaign=join-me-at-the-2017-sans-threat-hunting-and-incident-response-summit-april-18th-and-19th Tue, 13 Dec 2016 11:13:14 +0000 http://www.fixtheexchange.com/join-me-at-the-2017-sans-threat-hunting-and-incident-response-summit-april-18th-and-19th/ I’ll be presenting a brand new session titled “Hunting Webshells on Microsoft Exchange Server” at the 2017 SANS Threat Hunting and Incident Response Summit in New Orleans on April 18th and 19th! My session abstract:“Microsoft Exchange Servers are a high value target, making investigation of them during Incident Response vital, but where do you start? […]

The post Join me at the 2017 SANS Threat Hunting and Incident Response Summit – April 18th and 19th first appeared on Fix The Exchange!.

]]> I’ll be presenting a brand new session titled “Hunting Webshells on Microsoft Exchange Server” at the 2017 SANS Threat Hunting and Incident Response Summit in New Orleans on April 18th and 19th!

My session abstract:
“Microsoft Exchange Servers are a high value target, making investigation of them during Incident Response vital, but where do you start? What should you look for? Backdoor implants in the form of webshells hiding in OWA are on the rise. Find out how to hunt webshells and differentiate between legitimate use and attacker activity, using default logging available on every Exchange Server, through real world examples. It’s easier than you might think, and these techniques can help up your DFIR game in environments containing Exchange Servers!”

Full agenda: https://www.sans.org/event-downloads/45247/agenda.pdf

More details: https://www.sans.org/event/threat-hunting-and-incident-response-summit-2017

If you can’t make the summit, a recording should be available afterwards.  I’ll post a link to the recording and a detailed blog on this subject when available.

The post Join me at the 2017 SANS Threat Hunting and Incident Response Summit – April 18th and 19th first appeared on Fix The Exchange!.

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