Always On VPN Device Tunnel and Certificate Revocation

Always On VPN Device Tunnel and Certificate RevocationRecently I wrote about denying access to Windows 10 Always On VPN users or computers. In that post I provided specific guidance for denying access to computers configured with the device tunnel. To summarize, the process involved exporting the device certificate from the issuing Certification Authority (CA) server and placing it in the Untrusted Certificates certificate store on each VPN server. In theory, simply revoking the device certificate should be all that’s required to prevent device tunnel connections.

Revocation Check Failure

As it turns out, a bug in Windows Server Routing and Remote Access prevents this from working as expected. Windows Server 2012 R2, 2016, and 2019 all fail to check the Certificate Revocation List (CRL) for IKEv2 VPN connections using machine certificate authentication (for example an Always On VPN device tunnel).

Updates for Windows Server

Microsoft has released fixes to support device tunnel certificate revocation for the following operating systems.

Windows Server 2019 – KB4505658 (build 17763.652)

Windows Server 2016 – KB4503294 (build 14393.3053)

Windows Server 2012/R2 – Will not be updated.

Enable Revocation Check

Additional configuration is required to enable support for CRL checking. Microsoft published guidance for configuring CRL revocation checks for IKEv2 VPN connections using machine certificate authentication here. Specifically, administrators must enable the RootCertificateNameToAccept parameter and set a registry key to enable this functionality.

Open an elevated PowerShell window and run the following commands to enable CRL checking for IKEv2 VPN connections using machine certificate authentication.

$Thumbprint = ‘Root CA Certificate Thumbprint’
$RootCACert = (Get-ChildItem -Path cert:\LocalMachine\root | Where-Object {$_.Thumbprint -eq $Thumbprint})
Set-VpnAuthProtocol -RootCertificateNameToAccept $RootCACert -PassThru

New-ItemProperty -Path ‘HKLM:\SYSTEM\CurrentControlSet\Services\RemoteAccess\Parameters\Ikev2\’ -Name CertAuthFlags -PropertyTYpe DWORD -Value ‘4’ -Force

Restart-Service RemoteAccess -PassThru

Always On VPN Device Tunnel and Certificate Revocation

A PowerShell script to update the RootCertificateNameToAccept parameter on multiple VPN servers can be found here.

Revoking Certificates

To prevent a Windows 10 Always On VPN device tunnel connection, the administrator must first revoke the certificate on the issuing CA. Next, open an elevated command window an enter the following commands. Repeat these steps on each VPN server in the enterprise.

certutil -urlcache * delete
certutil -setreg chain\ChainCacheResyncFiletime @now

Additional Information

Denying Access to Windows 10 Always On VPN Users or Computers

Blocking VPN Clients that use Revoked Certificates

PowerShell Script to Configure RootCertificateNameToAccept on GitHub

 

 

Always On VPN SSTP Load Balancing with F5 BIG-IP

Always On VPN SSTP Load Balancing with F5 BIG-IP The Windows Server Routing and Remote Access Service (RRAS) includes support for the Secure Sockets Tunneling Protocol (SSTP), which is a Microsoft proprietary VPN protocol that uses SSL/TLS for security and privacy of VPN connections. The advantage of using SSTP for Always On VPN is that it is firewall friendly and ensures consistent remote connectivity even behind highly restrictive firewalls.

Load Balancing SSTP

In a recent post, I described some of the use cases and benefits of SSTP load balancing as well as the offloading of TLS for SSTP VPN connections. Using a load balancer for SSTP VPN connections increases scalability, and offloading TLS for SSTP reduces resource utilization and improves performance for VPN connections. There are positive security benefits too.

Configuration

Enabling load balancing for SSTP on the F5 BIG-IP load balancer is fundamentally similar to load balancing HTTPS web servers. However, there are a few subtle but important differences.

Default Monitor

The default HTTP and HTTPS monitors on the F5 will not accurately reflect the health of the SSTP service running on the RRAS server. In addition, using a simple TCP port monitor could yield unexpected results. To ensure accurate service status monitoring, a new custom monitor must be created to validate the health of the SSTP service.

Custom SSTP Monitor

Open the F5 BIG-IP management console and follow the steps below to create and assign a new custom monitor for SSTP.

Create Monitor

1. In the navigation tree highlight Local Traffic.
2. Click Monitors.
3. Click Create.

Always On VPN SSTP Load Balancing with F5 BIG-IP

4. Enter a descriptive name in the Name field and from the Type drop-down list choose HTTP if TLS offload is enabled, or HTTPS if it is not.
5. In the Send String field enter HEAD /sra_{BA195980-CD49-458b-9E23-C84EE0ADCD75}/ HTTP/1.1\r\nHost:r\nConnection: Close\r\n\r\n.
6. In the Receive String field enter HTTP/1.1 401.
7. Click Finished.

Always On VPN SSTP Load Balancing with F5 BIG-IP

Assign Monitor

1. Below Local Traffic click Pools.
2. Click on the SSTP VPN server pool.
3. In the Health Monitors section select the SSTP VPN health monitor from the Available list and make it Active.
4. Click Update.

Always On VPN SSTP Load Balancing with F5 BIG-IP

CLI Configuration

If you prefer to configure the SSTP VPN monitor using the F5’s Command Line Interface (CLI), you can download the monitor configuration from my GitHub here.

TLS Offload

It is generally recommended that TLS offload not be enabled for SSTP VPN. However, if TLS offload is desired, it is configured in much the same way as a common HTTPS web server. Specific guidance for enabling TLS offload on the F5 BIG-IP can be found here. Details for configuring RRAS and SSTP to support TLS offload can be found here.

Certificates

When enabling TLS offload for SSTP VPN connections it is recommended that the public SSL certificate be installed on the RRAS server, even though TLS processing will be handled on the F5 and HTTP will be used between the F5 and the RRAS server. If installing the public SSL certificate on the RRAS server is not an option, additional configuration will be required. Specifically, TLS offload for SSTP must be configured using the Enable-SSTPOffload PowerShell script, which can be found here.

Once the script has been downloaded, open an elevated PowerShell command window and enter the following command.

Enable-SSTPOffload -CertificateHash [SHA256 Certificate Hash of Public SSL Certificate] -Restart

Example:

Enable-SSTPOffload -CertificateHash “C3AB8FF13720E8AD9047DD39466B3C8974E592C2FA383D4A3960714CAEF0C4F2” -Restart

Re-Encryption

When offloading TLS for SSTP VPN connections, all traffic between the F5 and the RRAS server will be sent in the clear using HTTP. In some instances, TLS offload is required only for traffic inspection, not performance gain. In this scenario the F5 will be configured to terminate and then re-encrypt connections to the RRAS server. When terminating TLS on the F5 and re-encrypting connections to the RRAS server is required, the same certificate must be used on both the F5 and the RRAS server. Using different certificates on the RRAS server and the load balancer is not supported.

Additional Information

Windows 10 Always On VPN SSTP Load Balancing and SSL Offload

Windows 10 Always On VPN SSL Certificate Requirements for SSTP

Windows 10 Always On VPN ECDSA SSL Certificate Request for SSTP

Windows 10 Always On VPN SSTP Connects then Disconnects

Windows 10 Always On VPN Load Balancing Deployment Guide for Kemp Load Balancers

 

Always On VPN Users Prompted for Certificate

Always On VPN Users Prompted for CertificateWhen deploying Windows 10 Always On VPN using Protected Extensible Authentication Protocol (PEAP) authentication with client certificates, administrators may find the VPN connection does not establish automatically. In this specific scenario the client is prompted to select a certificate to use to authenticate to the VPN server.

Always On VPN Users Prompted for Certificate

Multiple Certificates

This can occur when certificates from multiple Certification Authorities (CAs) are issued to the user that include the Client Authentication Enhanced Key Usage (EKU). When this happens, the user is forced to select the correct certificate to use for VPN authentication.

Clearly this is less than ideal, as it not only breaks the seamless and transparent nature of Always On VPN, the user may select the wrong certificate resulting in authentication failure. Ideally the client should be configured to select the correct certificate without user interaction.

Certificate Selection

Follow the steps below to configure automatic certificate selection for VPN authentication.

  1. On a VPN client, right-click the Always On VPN connection and choose Properties.
  2. Select the Security tab.
  3. In the Authentication section click Properties below Use Extensible Authentication Protocol (EAP).
  4. In the Select Authentication Method section click Configure.
  5. In the When connecting section click Advanced.
  6. Check the box next to Certificate Issuer.
  7. Select the root CA used to issue client authentication certificates for VPN authentication.
  8. Click Ok four times to save the configuration.

Always On VPN Users Prompted for Certificate

Once complete, export the EAP configuration to XML from the VPN client and paste the new settings in Intune or in your custom ProfileXML.

Certificate Purpose

By default, a client certificate requires only the Client Authentication EKU to establish a VPN connection. In some cases, this may not be desirable. For example, consider a deployment where Client Authentication certificates are issued to all users for Wi-Fi authentication. Depending on the Network Policy Server (NPS) configuration, these certificates may also be used to authenticate to the VPN.

VPN Specific Certificate

Follow the steps below to create a user authentication certificate template to be used exclusively for VPN authentication.

Certificate Template

  1. On the CA server, open the Certificate Templates management console (certtmpl.msc).
  2. Right-click the certificate template configured for VPN authentication and choose Properties.
  3. Select the Extension tab.
  4. Highlight Application Policies and click Edit.
  5. Click Add.
  6. Click New.
  7. Enter a descriptive name for the new application policy.
  8. Copy the Object identifier for later use and click Ok four times to save the configuration.

    Always On VPN Users Prompted for Certificate

  9. If certificate autoenrollment is configured and the certificate is already provisioned to users, right-click the certificate template and choose Reenroll All Certificate holders.

Client Configuration

  1. On the VPN client, follow the steps outlined previously to configure certificate selection.
  2. In addition to choosing a certificate issuer, select Extended Key Usage (EKU).
  3. Uncheck All Purpose.
  4. Select Client Authentication and the following EKUs.
  5. Click Add.
  6. Click Add once more.
  7. Enter the name of the custom EKU policy created previously.
  8. Enter the custom EKU object identifier copied previously from the custom policy.

    Always On VPN Users Prompted for Certificate

  9. Click Ok twice.
  10. Uncheck AnyPurpose and the following EKUs.
  11. Click Ok four times to save the configuration.

Always On VPN Users Prompted for Certificate

Once complete, export the EAP configuration to XML from the VPN client and paste the new settings in Intune or in your custom ProfileXML.

Additional Information

Windows 10 Always On VPN Clients Prompted for Authentication when Accessing Internal Resources

Get-EapConfiguration PowerShell Script on GitHub

Windows 10 Always On VPN Hands-On Training