Configuring Domain Security on Exchange Server 2013

A need to protect SMTP traffic is not uncommon. In general, you can’t always protect it. Inside your organization, it’s pretty easy – you can easily implement digital signatures or encryption for emails, but if you want to go outside, things are becoming more complicated. You can still use digital signing (S/MIME) on emails, but if your certificate is issued by your internal PKI, it probably won’t be trusted on recipient side. That will not prevent functionality of digital signature, but will affect trust.

If you want to send encrypted emails outside your organization, things are even more complicated. If you want to use just built-in Outlook features for message encryption, you will need to have public key of any recipient that you want to send encrypted message to. Inside your organization, this is not an issue as you can publish certificates in AD DS. However, outside, on the Internet this is not an easy job. Sure, there are some third party tools for this, but let’s see what we can do without them.

Domain Security is a feature of Exchange Server (both 2010 and 2013) that can secure SMTP traffic between two Exchange organizations. It is implemented on server level, and it works without configuring any options on user (sender or recipient) side. Domain Security uses mutual TLS authentication to provide session-based authentication and encryption. Mutual TLS authentication is different from TLS as it’s usually implemented. Usually, when you implement TLS, client will verify the server certificate, and authenticate the server, before establishing a connection.

With mutual TLS authentication, each server verifies the connection with the other server by validating a certificate that’s provided by that other server, so clients are not included at all. We establish secure SMTP channel between two Exchange Servers, usually over the Internet.
Clients, Outlook and Outlook Web App, will be aware that Domain Security is established. Green icon with check mark will be shown on each messages exchanged between servers on which Domain Security is implemented.


As you can see, Domain Security can be applied between two (or more) known Exchange organizations. Still, it can’t protect whole SMTP traffic that comes and goes from your Exchange organization, but it can efficiently protect SMTP traffic between partner organizations.

Let’s see how to configure it. I’ll show the procedure for Exchange Server 2013, but most of it can be applied to Exchange Server 2010 also. Let’s assume that we want to establish Domain Security between two Exchange organizations named and (Yes, I’m using domain names from Microsoft Learning courses, but since I write these courses, I just get used to that Smile)

1. Establish certificate trust between organizations

As said before, Domain Security relies on certificates. Because of this, you should first establish certificate trust between two organizations where you want to implement Domain Security. You can do it on several ways. If both organizations are using publicly trusted certificate on Exchange servers, you are good to go. If that’s not the case you will have to cross-import Root CA certificates on both sides. Alternatively, you can also issue certificates for SMTP for both Exchange organization from a single trusted RootCA. Anyway, the point is that each Exchange server must trust the certificate installed (and assigned to SMTP service) on another Exchange server. Achieve this in any way you like. Besides establishing trust, make sure that certificate common name is same as the name that Exchange server provides in HELO/EHLO conversation.

However, it’s important to notice one thing here. In Exchange Server 2010, you would be doing this on Edge Transport server or if you didn’t deploy one, on Hub Transport server. Since these two roles are no more in Exchange 2013, these certificates should be installed on CAS servers which, in Exchange Server 2013, host FrontEnd Transport Service. Also, it is important that certificate you want to use for Domain Security is assigned to SMTP (it can be assigned to other services as well)


2. Configure Domain Security

As both sides/companies will be sending and receiving emails, following procedure should be done on both sides, but domain names should be used vice-versa.

First, open Exchange Management Shell and execute this cmdlet :

Get-TransportConfig | FL

You will get whole list of transport settings but we want two of them : TLSReceiveDomainSecureList and TLSSendDomainSecureList. If you were not configuring Domain Security so far, you will have these two values empty. To use Domain Security we must populate these parameters with appropriate values.
TLSReceiveDomainSecureList – specifies the domains from which you want to receive domain secured email by using mutual Transport Layer Security (TLS) authentication
TLSSendDomainSecureList – specifies the domains from which you want to send domain secured email by using mutual TLS authentication

If we are on side, we will execute following:

Set-TransportConfig -TLSSendDomainSecureList and
Set-TransportConfig –TLSReceiveDomainSecureList

After this, when you run the Get cmdlet again you should have these values:


Logically, on treyresearch side we will issue same commands but domains will be inverted. If you have more than one company with requirement for Domain Security, you can provide their domain names too. This cmdlet accepts multivalued parameters.

3. Configure connectors

Now, we will create dedicated connectors for Domain Security. Let’s first create the send connector. You can use Exchange Admin center for this. Navigate to mail flow, click Send connectors and add new one. In a wizard, type the name of the connector and select Partner type. Don’t use the smart host, but leave MX record as a method to send mail. For connector address space, type the domain name from other Exchange organization. If you are on side, you will type On the source server page of wizard, select Mailbox server that you want to use as a source. It doesn’t matter which one you will choose since we will configure connector to proxy through CAS. When you create the connector, double click it and then enable options “Proxy through client access server”. You can also configure maximum message size for this connector if you want, and enable protocol logging.


Now back to Exchange Management Shell,and execute :

Get-SendConnector –identity ConnectorName | FL

Look for the value of parameter DomainSecureEnabled. It should be True. If it’s not you can easily set it with Set-SendConnector –identity ConnectorName –DomainSecureEnabled:$true

Let’s now configure Receive connector. Back to EAC, click mail flow and then click receive connectors. In Select server drop-down list choose your Client Access server.

Select Partner for connector type, configure receiving IP address if you want (or just leave all available) but on remote network settings page, you should configure only the IP address assigned to another organization Exchange server. This should be (public) IP from which partner’s Exchange server sends email. After you create the connector double click it, and click on security tab. Make sure that authentication options are set like on following screenshot.


4. Test the Domain Security

Easiest way to test this is to just send email from one organization to another from Outlook. If you get the message with green check mark, you are all set. If not, then you’ll need some troubleshooting. You can enable protocol logging by executing :

Set-ReceiveConnector Internet -ProtocolLoggingLevel Verbose, and

Set-SendConnector Internet -ProtocolLoggingLevel Verbose

to verify TLS channel. If message doesn’t arrive to recipient but doesn’t come back as NDR, you should check queue.

Or you can just wait for my next blog post, where I will discuss some troubleshooting Smile.

Author: ddamir

Damir Dizdarevic is a and IT professional. He works as a manager of MS CPLS Learning Center in Logosoft Sarajevo, and as a lecturer and author of MOC courses. Occasionally, he also works as a system designer for complex enterprise environments. He is a founding member and president of Bosnian Microsoft Community. He has been working with Microsoft platforms for the last 17 years and he is particularly specialized in Windows Server, Exchange Server, mobility and virtualization. Microsoft awarded him with the Most Valuable Professional – MVP status for his outstanding contribution in sharing knowledge about Microsoft Server products, large number of lectures he delivered, and for his high technical competence. Damir owns several technical certificates (MCSE, MCTS, MCITP, and MCT) for Windows Server 2012, 2008 R2, Exchange Server 2010, Security and Hyper-V. He is regular presenter on conferences in ex-Yu region. On Microsoft Sinergija conference, for previous 7 years, each time he was graded as one of top three speakers. On a Bosnian MS conference, he is the best speaker for last two years. He is also a regular and highly graded presenter on other Microsoft conferences in region such as NT Conference (Slovenia), Microsoft Vizija (Macedonia), Microsoft Windays (Croatia), MS Technet, Mobility Day, KulenDayz etc. Damir is one of very few trainers in Europe who works as an author and reviewer of official MOC courses. In previous year, he was authoring courses 20417 (Upgrading Skills to Windows Server 2012), 20414 (Implementing an Advanced Server Infrastructure), 20412( Configuring Advanced Windows Server 2012 Services) and 20410 (Installing and Configuring Windows Server 2012). Also, he was authoring System Center 2012 courses and currently he is working on Exchange Server 2013 and Windows Server 2012 R2 courses. In addition, he has been working for 16 years now as one of the editors of BiH IT magazine INFO, where he published more than 300 technical articles, and he is also writing for the famous Windows ITPro Magazine (some of his work can be found at:

5 thoughts on “Configuring Domain Security on Exchange Server 2013”

  1. Hi Damir,
    great article! Domain security is running fine, as long the mail is routed directly from the mailbox server to the recipient domain. When I try to route it via the CAS as frontend proxy, I get an error which says that the ‘Outbound proxy internal send connector is not configured for domain security’.
    Maybe you’ve already seen that issue and know where to configure it…

  2. Hi,

    You have the tlssenddomainsecure list wrong. It is the domain you are sending to, not from.

  3. Awesome Article.

    You want to import the partner certificate in our CAS server ? if so the same way they should have our certificate is it?

    in Exchange 2010 what should be the source server? am using third party smart host for external email communication. how to configure this.

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