Azure Conditional Access Certificates with SID Information Now Available

I recently wrote about changes to certificate-based authentication affecting Always On VPN implementations. These changes were introduced by Microsoft’s security update KB5014754. When the update is installed on domain controllers and enterprise Certification Authorities (CAs), administrators can perform strong user mapping for certificates used for Active Directory authentication. However, when first introduced, the update came with some serious limitations that prevented administrators from enabling full enforcement mode for certificate mapping.

Limitations

When KB5014754 is installed on an enterprise issuing CA, a new certificate extension (1.3.6.1.4.1.311.25.2) is added to the issued certificate that includes the principal’s (user or device) Security Identifier (SID). However, this only occurs when an online template is used. An online template is one with the subject name built from Active Directory information. The SID is not embedded in certificates issued using an offline template. Offline templates are templates where the subject name is supplied in the request. There are two scenarios where this causes problems for Always On VPN.

Microsoft Intune

Certificates delivered with Microsoft Intune via the Intune Certificate Connector use an offline template. This applies to certificates using PKCS or SCEP. Today, the SID is not embedded by issuing CAs using offline templates.

Azure Conditional Access

The short-lived certificate issued by Azure when Conditional Access is configured for Always On VPN did not include the SID. However, that recently changed.

Recent Updates

Today we can scratch Azure Conditional Access off the list of limitations for Always On VPN. Microsoft recently introduced support for the new SID extension in Azure Conditional Access certificates, as shown here.

Now when an Azure Conditional Access certificate is issued to an on-premises user or device account that is synced with Azure Active Directory, Azure Conditional Access will include the SID information in the issued short-lived certificate.

Intune

Unfortunately, we’re still waiting for Microsoft to address the limitation with certificates delivered using Microsoft Intune. Hopefully we’ll see an update for that later this year.  

Additional Information

Certificate-Based Authentication Changes and Always On VPN

Microsoft KB5014754

Digital Certificates and TPM

Microsoft Intune Certificate Connector Service Account and PKCS

Always On VPN and VpnStrategy

NetMotion Mobility for DirectAccess Administrators – Split vs. Force Tunneling

Always On VPN supports a variety of VPN protocols for the user tunnel. Internet Key Exchange version 2 (IKEv2) and Secure Socket Tunneling Protocol (SSTP) are the most common. I wrote about the advantages and disadvantages of each in this post. To summarize, IKEv2 provides the highest security options but suffers from operational limitations. SSTP offers excellent security and is generally more reliable.

VpnStrategy

Always On VPN administrators must choose between IKEv2 and SSTP when configuring the Always On VPN user tunnel. Some administrators may prefer to use IKEv2 when available but then fall back to SSTP if it is not. To accomplish this requires editing the rasphone.pbk file and setting the value of VpnStrategy to 8, as described here.

Challenges

Unfortunately, setting the VpnStrategy value to 8 poses some challenges. Updating rasphone.pbk requires editing a text file on each endpoint post-deployment. Updating rasphone.pbk can be automated using the Update-Rasphone.ps1 script or Microsoft Intune proactive remediation.

Limitations

By default, Windows will overwrite the VpnStrategy setting in rasphone.pbk when fallback occurs. For example, setting VpnStrategy to prefer IKEv2 over SSTP will be reset to use SSTP first if a connection with IKEv2 fails. There’s a registry setting available that’s supposed to prevent this, but it doesn’t always work as expected.

Windows 11

There’s good news for administrators deploying Always On VPN on Windows 11. Microsoft recently introduced support for additional NativeProtocol types in XML. Specifically, VPN protocol preference can now be defined using the ProtocolList native protocol type. When using the ProtocolList native protocol type, each supported VPN protocol is listed in order of preference using the syntax shown below.

In addition, the RetryTimeInHours value defines the time Windows will try the last successful connection protocol. Setting this value to 0 overrides this and ensures the preferred protocol (the first protocol in the list) will always be attempted first.

SSTP Only

Previously the VPNv2CSP only supported IKEv2 or Automatic as values for the native protocol type. Windows 11 now supports SSTP as a native protocol type. Administrators configuring Always On VPN user tunnel connections using SSTP exclusively can now use this option.

Caveats

While the settings above are supported in both Windows 11 21H2 and 22H2, there are some known issues when enabling these settings. Specifically, when administrators define the ProtocolList value for the native protocol type, IKEv2 is always shown as the active protocol, even when an SSTP connection is established.

Also, if ProtocolList is used, the VPN connection cannot be managed using PowerShell. The VPN profile will not be displayed when running Get-VpnConnection at the time of this writing. Hopefully Microsoft will fix this soon.

Additional Information

Always On VPN CSP Updates

Always On VPN IKEv2 and SSTP Fallback

Always On VPN and Intune Proactive Remediation

Always On VPN Protocol Recommendations for Windows Server RRAS

Always On VPN IKEv2 Features and Limitations

Always On VPN Error 13868

Troubleshooting Always On VPN Error 691 and 812 – Part 2

The Internet Key Exchange version 2 (IKEv2) VPN protocol is the protocol of choice for Microsoft Always On VPN deployments where the highest levels of security and assurance are required. However, as I’ve written about in the past, often the default IKEv2 security settings are less than desirable. Before using IKEv2 VPN in a production environment the administrator will need to update these security settings accordingly.

Connection Failure

When configuring Windows Server Routing and Remote Access Service (RRAS) or a third-party VPN appliance to support IKEv2 using custom security policies, the administrator may encounter a scenario in which a connection cannot be established due to a policy mismatch error. When the connection attempt fails, an error will be recorded in the Windows Application event log from the RasClient source with Event ID 20227. The error message states the following:

“The user [username] dialed a connection named [connection name] which has failed. The error code returned on failure is 13868.”

Always On VPN IKEv2 Policy Mismatch Error

Error Code 13868

Error code 13868 translates to ERROR_IPSEC_IKE_POLICY_MATCH. Essentially this error indicates that the IKEv2 security policy on the client did not match the configuration on the server.

Server Configuration

To view the current IKEv2 IPsec policy configuration, open an elevated PowerShell command window and run the following command.

Get-VpnServerIPsecConfiguration

Always On VPN IKEv2 Policy Mismatch Error

Client Configuration

To ensure interoperability, the VPN client must be configured to use the same IKEv2 security policy as defined on the sever. To view a VPN client’s currently configured IKEv2 security policy, open an elevated PowerShell command window and run the following command.

Get-VpnConnection -Name [connection name] | Select-Object -ExpandProperty IPsecCustomPolicy

Always On VPN IKEv2 Policy Mismatch Error

Note: If this PowerShell command returns no output, the VPN connection is not using a custom IKEv2 IPsec security policy.

Updating Settings

Guidance for configuring IKEv2 security policies on Windows Server RRAS and Windows 10 can be found here.

NPS Policy

Another common cause of IKEv2 policy mismatch errors is a misconfigured Network Policy Server (NPS) network policy. Specifically, administrators may disable Basic and Strong encryption for MPPE in an attempt to improve security.

Always On VPN IKEv2 Policy Mismatch Error

The NPS policy for Always On VPN must include Strong encryption at a minimum. Basic and No encryption can be safely disabled.

Always On VPN IKEv2 Policy Mismatch Error

Summary

IKEv2 policy mismatch errors can be resolved easily by ensuring both the VPN server and client are configured to use the same IPsec security policies. Use the PowerShell commands in the above referenced above to validate settings and make changes when necessary.

Additional Information

Microsoft Always On VPN Error 13801

Microsoft Windows Always On VPN Error 13806

Microsoft Windows Always On VPN Certificate Requirements for IKEv2

Microsoft Windows Always On VPN IPsec Root Certificate Configuration Issue

Microsoft Windows Always On VPN IKEv2 Policy Mismatch Error

Microsoft Windows Always On VPN IKEv2 Security Configuration

Microsoft Windows Always On VPN IKEv2 Fragmentation

Microsoft Windows Always On VPN IKEv2 Load Balancing and NAT

Microsoft Windows Always On VPN IKEv2 Features and Limitations

%d bloggers like this: