Always On VPN Windows 10 Device Tunnel Step-by-Step Configuration using PowerShell

Always On VPN Windows 10 Device Tunnel Step-by-Step Configuration using PowerShellWindows 10 Always On VPN and DirectAccess both provide seamless, transparent, always on remote network access for Windows clients. However, Always On VPN is provisioned to the user, not the machine as it is with DirectAccess. This presents a challenge for deployment scenarios that require the VPN connection to be established before the user logs on. For example, pre-logon connectivity is required to support remote logon without cached credentials. To address this issue and to provide feature parity with DirectAccess, Microsoft introduced support for a device tunnel configuration option beginning with Windows 10 version 1709 (Fall creators update).

Learn Windows 10 Always On VPN today! Register for an upcoming Always On VPN Hands-On Training class. More details here!

Prerequisites

To support an Always On VPN device tunnel, the client computer must be running Windows 10 Enterprise or Education version 1709 (Fall creators update) or later. It must also be domain-joined and have a computer certificate with the Client Authentication Enhanced Key Usage (EKU) issued by the organization’s Public Key Infrastructure (PKI).

Always On VPN Windows 10 Device Tunnel Step-by-Step Configuration using PowerShell

In addition, only the built-in Windows VPN client is supported for Always On VPN device tunnel. Although Windows 10 Always On VPN user connections can be configured using various third-party VPN clients, they are not supported for use with the device tunnel.

VPN ProfileXML

The Always On VPN device tunnel is provisioned using an XML file. You can download a sample VPN ProfileXML file here. Make any changes required for your environment such as VPN server hostnames, routes, traffic filters, and remote address ranges. Optionally include the trusted network detection code, if required. Do not change the protocol type or authentication methods, as these are required.

Always On VPN Windows 10 Device Tunnel Step-by-Step Configuration using PowerShell

Reference: https://docs.microsoft.com/en-us/windows-server/remote/remote-access/vpn/vpn-device-tunnel-config#configure-the-vpn-device-tunnel

Once the ProfileXML file is created, it can be deployed using Intune, System Center Configuration Manager (SCCM), or PowerShell. In this post I’ll cover how to configure Windows 10 Always On VPN device tunnel using PowerShell.

Client Configuration

Download the PowerShell script located here and then copy it to the target client computer. The Always On VPN device tunnel must be configured in the context of the local system account. To accomplish this, it will be necessary to use PsExec, one of the PsTools included in the Sysinternals suite of utilities. Download PsExec here, copy it to the target machine, and then run the following command in an elevated PowerShell command window.

PsExec.exe -i -s C:\windows\system32\WindowsPowerShell\v1.0\powershell.exe

Always On VPN Windows 10 Device Tunnel Step-by-Step Configuration using PowerShell

Another elevated PowerShell window will open, this one now running in the context of the local system account. In this window, navigate to the folder where you copied the PowerShell script and XML file to. Run the PowerShell script and specify the name of the ProfileXML file, as shown below.

VPN_Profile_Device.ps1 -xmlFilePath .\profileXML_device.XML -ProfileName DeviceTunnel

Always On VPN Windows 10 Device Tunnel Step-by-Step Configuration using PowerShell

To verify creation of the VPN device tunnel, run the following PowerShell command.

Get-VpnConnection -AllUserConnection

Always On VPN Windows 10 Device Tunnel Step-by-Step Configuration using PowerShell

Note: In Windows 10 releases prior to 1903 the ConnectionStatus will always report Disconnected. This has been fixed in Windows 10 1903.

Server Configuration

If you are using Windows Server 2012 R2 or Windows Server 2016 Routing and Remote Access Service (RRAS) as your VPN server, you must enable machine certificate authentication for VPN connections and define a root certification authority for which incoming VPN connections will be authenticated with. To do this, open an elevated PowerShell command and run the following commands.

$VPNRootCertAuthority = “Common Name of trusted root certification authority”
$RootCACert = (Get-ChildItem -Path cert:LocalMachine\root | Where-Object {$_.Subject -Like “*$VPNRootCertAuthority*” })
Set-VpnAuthProtocol -UserAuthProtocolAccepted Certificate, EAP -RootCertificateNameToAccept $RootCACert -PassThru

Always On VPN Windows 10 Device Tunnel Step-by-Step Configuration using PowerShell

Limitations

Using PowerShell to provision an Always On VPN device tunnel is helpful for initial testing and small pilot deployments, but it does not scale very well. For production deployments it is recommended that Microsoft Intune be used to deploy Always On VPN device tunnel.

Deploy Device Tunnel with Intune

Guidance for deploying an Always On VPN device tunnel using Microsoft Intune can be found here. You can also view the following demonstration video that includes detailed guidance for provisioning the Always On VPN device tunnel using Microsoft Intune.

Summary

Once the Always On VPN device tunnel is configured, the client computer will automatically establish the connection as soon as an active Internet connection is detected. This will enable remote logins for users without cached credentials, and allow administrators to remotely manage Always On VPN clients without requiring a user to be logged on at the time.

Additional Information

Deploy Windows 10 Always On VPN Device Tunnel using Microsoft Intune

VIDEO: Deploying Windows 10 Always On VPN Device Tunnel using Microsoft Intune

Windows 10 Always On VPN Device Tunnel Does Not Connect Automatically

Windows 10 Always On VPN Device Tunnel Does Not Appear in the UI

Windows 10 Always On VPN Hands-On Training

 

 

 

DirectAccess and Multi-SAN SSL Certificates for IP-HTTPS

Introduction

When preparing a DirectAccess server, an SSL certificate is required for the IP-HTTPS IPv6 transition technology. This certificate is often issued by a public Certification Authority (CA), but it can also be issued an organization’s internal Public Key Infrastructure (PKI).

SSL Certificate

Commonly an SSL certificate is issued for a single hostname, or subject. As long as the hostname matches the subject, everything works fine.

DirectAccess and Multi-SAN SSL Certificates for IP-HTTPS

Multi-SAN SSL Certificate

To ease the management burden of using multiple certificates, or reduce the expense associated with using a wildcard certificate, organizations can request a multi-SAN (Subject Alternative Name) certificate, which matches more than one subject. The additional subjects are included in the Subject Alternative Name field on the SSL certificate.

DirectAccess and Multi-SAN SSL Certificates for IP-HTTPS
A single multi-SAN certificate can be installed on multiple hosts and will work without issue as long as the hostname matches one of the SAN entries.

DirectAccess and Multi-SAN Certificates

When implementing DirectAccess in a multisite configuration, each entry point in the organization will have a unique public hostname. Instinctively, using a multi-SAN SSL certificate in this scenario would seem ideal.

Unfortunately, support for multi-SAN SSL certificates with DirectAccess is limited. To use a multi-SAN certificate for DirectAccess IP-HTTPS, the public hostname must match the name listed in the Subject field. In the example above, the subject is da.richardhicks.net, with SAN entries for da-west.richardhicks.net and da-east.richardhicks.net.

In this scenario, only the public name da.richardhicks.net is supported for use with DirectAccess. It will not work for any of the SAN entries. For example, attempting to configure DirectAccess to use this certificate with the public hostname da-west.richardhicks.net will fail with the following error message.

The subject name of certificate CN=[certificate subject name] is invalid.
Select a certificate with a valid subject name.

DirectAccess and Multi-SAN SSL Certificates for IP-HTTPS

Attempting to work around this issue by using the Set-DAServer PowerShell cmdlet also fails to recognize the SSL certificate correctly.

DirectAccess and Multi-SAN SSL Certificates for IP-HTTPS

Summary

Using a multi-SAN SSL certificate for the DirectAccess IP-HTTPS IPv6 transition technology is only supported when the public hostname matches the subject name of the certificate. Configuring DirectAccess with a public hostname listed in the SAN list is not supported. For multisite DirectAccess deployments, individual certificates must be issued for each entry point. Alternatively, a wildcard certificate can be used.

DirectAccess and Windows 10 Better Together

With the release of Windows 10, many organizations who chose to skip Windows 8 are now beginning to deploy this new client operating systemn. To maximize investment in Windows 10, DirectAccess can be leveraged to provide employees with seamless and transparent, always on, secure remote corporate network connectivity. DirectAccess has been around for many years, and today the most popular DirectAccess client is Windows 7. However, Windows 10 provides better support for DirectAccess features that enhance performance and availability, while at the same making it easier to implement and support. Windows 10 opens up many new and compelling deployment scenarios for small businesses to large scale enterprises.

Full Support for Geographic Redundancy

Without a doubt the most important DirectAccess feature Windows 10 supports is automatic entry point selection and transparent failover for multisite deployments. DirectAccess multisite deployment provides essential geographic redundancy for organizations with multiple physical locations. Windows 7 has only minimal support for multisite deployment, with clients required to be assigned to a single entry point. Windows 10 clients are aware of all entry points and will intelligently select the closest entry point when establishing a DirectAccess connection. If the entry point becomes unavailable during the connection, Windows 10 clients will transparently connect to another entry point automatically.

Better Scalability and Performance

Windows 10, like Windows 8 before it, includes support for IP-HTTPS null encryption. This feature greatly improves scalability on the DirectAccess server by eliminating the needless double encryption that Windows 7 clients perform. This reduces resource consumption on the server and enables the server to support many more DirectAccess client connections.

DirectAccess and Windows 10 Better Together

Enhanced Supportability

Many will also appreciate Windows 10’s built-in DirectAccess connectivity status indicator. No longer will administrators have to deploy, manage, and maintain additional software to provide this essential functionality.

To access DirectAccess information in Windows 10, press Window Key + I, click Network & Internet, and then click the DirectAccess tab. Here you will find vital details about DirectAccess configuration and status such as connection state, currently connected entry point, and a site selection drop down box (if manual site selection is enabled by an administrator). In addition you can generate and collect log information for troubleshooting purposes.

DirectAccess and Windows 10 Better Together

Native PowerShell Support

Anyone tasked with troubleshooting DirectAccess configuration and connectivity issues will appreciate the native PowerShell integration with DirectAccess in Windows 10. With just a few commands a wealth of information about DirectAccess configuration and connectivity status can be obtained.

Need to quickly determine if a Windows 10 client has been provisioned for DirectAccess successfully?

Get-DAClientExperienceConfiguration

DirectAccess and Windows 10 Better Together

Has the Windows 10 client connected successfully? If not, why?

Get-DAConnectionStatus

DirectAccess and Windows 10 Better Together

Need to identify the Network Location Server (NLS) the client is configured to use?

Get-NCSIPolicyConfiguration

DirectAccess and Windows 10 Better Together

Looking for DirectAccess multisite entry point details and connection status?

Get-DAEntryPointTableItem

DirectAccess and Windows 10 Better Together

PKI Optional (But Recommended)

Finally, when Windows 10 (and Windows 8.x) clients are supported exclusively a Public Key Infrastructure (PKI) is optional. Here instead the Kerberos Proxy is leveraged to perform DirectAccess client authentication, which reduces infrastructure requirements by eliminating the need for a PKI. However, this configuration offers only limited support for DirectAccess features. For example, a PKI is still required if any Windows 7 clients are deployed. Also, PKI is required to support features such as one-time password (OTP) authentication, Microsoft Network Access Protection (NAP) integration, load balancing (integrated or external), force tunneling, and multisite configuration.

DirectAccess and Windows 10 Better Together

For optimum security and maximum deployment flexibility it is recommended that PKI be used to manage certificates for all DirectAccess deployments including those supporting only Windows 8.x and Windows 10 clients.

Summary

DirectAccess and Windows 10 are much better together. Windows 10 provides full support for the geographic load balancing features of DirectAccess and at the same time offers improved scalability and performance. Windows 10 also makes supporting and troubleshooting DirectAccess clients much easier. And for smaller deployments, Windows 10 can lower the barrier to entry for organizations considering DirectAccess by eliminating the need for a full PKI deployment.

Additional Resources

Video: DirectAccess and Windows 10 in Action
DirectAccess and Windows 10 in Education
Implementing DirectAccess with Windows Server 2016 Book
Implementing DirectAccess with Windows Server 2016 Video Training Course
DirectAccess Consulting Services

More Information

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