Always On VPN and RRAS in Azure

Always On VPN and RRAS in AzureWhen deploying Windows 10 Always On VPN, it may be desirable to host the VPN server in Microsoft’s Azure public cloud. Recently I wrote about Always On VPN deployment options in Azure, and in that post I indicated that deploying Windows Server and the Routing and Remote Access Service (RRAS) was one of those options. Although not formally supported by Microsoft, RRAS is often deployed in Azure because it is cost-effective, easy to manage, and provides flexible scalability.

Supportability

It’s important to state once again that although it is possible to successfully deploy Windows Server with RRAS in Azure to support Always On VPN, as of this writing it is not a formally supported workload. If the administrator makes the decision to deploy RRAS in Azure, they must also accept that Microsoft may refuse to assist with troubleshooting in this specific deployment scenario.

Always On VPN and RRAS in Azure

Reference: https://support.microsoft.com/en-us/help/2721672/microsoft-server-software-support-for-microsoft-azure-virtual-machines

Azure Prerequisites

The configuration of RRAS is identical to on-premises, with a few additional steps required by Azure infrastructure.

Windows Server

RRAS can be configured on any Windows Server virtual machine supported in Microsoft Azure. As with on-premises deployments, Server GUI and Core are supported. Domain-join is optional. The server can be deployed with one network interface or two.

Public IP

A public IP address must be assigned to the VPN server’s external network interface, or the internal interface if the VPN server is configured with a single network adapter. The IP address can be static or dynamic. When using a dynamic IP address, configure a CNAME record in DNS that points to the name configured for the IP address in Azure. If using a static IP address, an A host record can be configured pointing directly to the IP address.

Network Security Group

A Network Security Group (NSG) must be configured and assigned to the VPN server’s external or public-facing network interface that allows the following protocols and ports inbound.

  • TCP port 443 (SSTP)
  • UDP port 500 (IKEv2)
  • UDP port 4500 (IKEv2 NAT traversal)

RRAS in Azure

Below are the infrastructure requirements for supporting Windows Server RRAS VPN in Azure.

Client IP Subnet

Static IP address pool assignment must be used with RRAS. Using DHCP for VPN client IP address assignment in Azure is not supported and will not work. The IP subnet assigned to VPN clients by RRAS must be unique and not overlap with any existing Azure VNet subnets. If more than one VPN server is deployed, each server should be configured to assign a unique subnet for its clients.

IP Forwarding

IP forwarding must be enabled on the VPN server’s internal network interface. Follow the steps below to enable IP forwarding.

1. In the Azure portal, open the properties page for the internal network interface for the VPN server.
2. Click IP configurations in the navigation pane.
3. Click Enabled next to IP forwarding.
4. Click Save.

Always On VPN and RRAS in Azure

Routing

Azure must be configured to route IP traffic from VPN clients back to the VPN server. Follow the steps below to create and assign a routing table in Azure.

1. Click Create Resource.
2. Enter “Route Table” in the search field and press Enter.
3. Click Route Table.
4. Click Create.
5. Enter a descriptive name for the route table in the Name field.
6. Choose an appropriate subscription from the Subscription drop-down list.
7. Select the resource group where the VPN server(s) reside.
8. Select the best location to deploy the route table resource from the Location drop-down list.
9. If the administrator wants to have the VPN client IP subnet route information published automatically, select Enabled for Virtual network gateway route propagation.
10. Click Create.

Always On VPN and RRAS in Azure

Once complete, follow the steps below to define the route for VPN clients.

1. Open the properties page for the route table.
2. Click Routes in the navigation pane.
3. Click Add.
4. Enter a descriptive name in the Route name filed.
5. Enter the IP subnet assigned to VPN clients in the Address prefix field.
6. Select Virtual appliance from the Next hop type drop-down list.
7. Enter the IPv4 address assigned to the VPN server’s internal network interface in the Next hop address field.
8. Click Ok.
9. Repeat the steps above for each VPN server configured in Azure.

Always On VPN and RRAS in Azure

Finally, follow the steps below to assign the route table to an Azure VNet subnet.

1. Open the properties page for the route table.
2. Click Subnets in the navigation pane.
3. Click Associate.
4. Click Virtual network.
5. Choose the appropriate Azure VNet.
6. Click Subnet.
7. Choose an Azure VNet subnet to assign the route table to.
8. Click Ok.
9. Repeat the steps above to assign the route table to any Azure VNet subnet that must be accessible by VPN clients. If VPN clients need access to on-premises resources via Azure site-to-site gateway, assign the route table to the Azure VPN gateway subnet.

Always On VPN and RRAS in Azure

Note: Azure only supports the assignment of one route table per subnet. If a route table is currently assigned, the VPN client subnet route can be added to an existing route table, if necessary.

Summary

Administrators have many choices when it comes to support Always On VPN connections hosted in Azure. RRAS on Windows Server can be an effective solution, assuming you can live without formal support. If having a formally supported solution is a hard requirement, consider deploying Always On VPN using the native Azure VPN gateway or another third-part Network Virtual Appliance (NVA).

Additional Information

Azure deployment options

Always On VPN with Azure Gateway

Always On VPN with Azure GatewayRecently I wrote about VPN server deployment options for Windows 10 Always On VPN in Azure. In that post I indicated the native Azure VPN gateway could be used to support Always On VPN connections using Internet Key Exchange version 2 (IKEv2) and Secure Socket Tunneling Protocol (SSTP). In this post I’ll outline the requirements and configuration steps for implementing this solution.

Requirements

To support Always On VPN, point-to-site VPN connections must be enabled on the Azure VPN gateway. Not all Azure VPN gateways are alike, and point-to-site connections are not supported in all scenarios. For Always On VPN, the Azure VPN gateway must meet the following requirements.

VPN SKU

The Azure VPN gateway SKU must be VpnGw1, VpnGw2, VpnGw3, VpnGw1AZ, VpnGw2AZ, or VpnGw3AZ. The Basic SKU is not supported.

VPN Type

The VPN type must be route-based. Policy-based VPN gateways are not supported for point-to-site VPN connections.

Limitations

Using the Azure VPN gateway for Always On VPN may not be ideal in all scenarios. The following limitations should be considered thoroughly before choosing the Azure VPN gateway for Always On VPN.

Device Tunnel

RADIUS/EAP authentication for user tunnel connections is not supported if the Azure VPN gateway is configured to support device tunnel with machine certificate authentication.

Maximum Connections

A maximum of 250, 500, and 1000 concurrent IKEv2 connections are supported when using the VpnGw1/AZ, VpnGw2/AZ, and VpnGw3/AZ SKUs, respectively (x2 for active/active gateway deployments). In addition, a maximum of 128 concurrent SSTP connections are supported for all VPN gateway SKUs (x2 for active/active gateway deployments).

Always On VPN with Azure Gateway

Reference: https://docs.microsoft.com/en-us/azure/vpn-gateway/vpn-gateway-about-vpngateways#gwsku

RADIUS Requirements

To support Always On VPN connections, the Azure VPN gateway must be configured to authenticate to a RADIUS server. The RADIUS server must be reachable from the VPN gateway subnet. The RADIUS server can be hosted in Azure or on-premises. Before proceeding, ensure that any network routes, firewall rules, and site-to-site VPN tunnel configuration is in place to allow this communication.

RADIUS Configuration

Guidance for configuring Windows Server NPS for Always On VPN can be found here. The only difference when configuring NPS for use with Azure VPN gateway is the RADIUS client configuration.

Open the NPS management console (nps.msc) and follow the steps below to configure Windows Server NPS to support Always On VPN client connections from the Azure VPN gateway.

1. Expand RADIUS Clients and Servers.
2. Right-click RADIUS Clients and choose New.
3. Enter a descriptive name in the Friendly name field.
4. Enter the Azure VPN gateway subnet using CIDR notation in the Address (IP or DNS) field. The gateway subnet can be found by viewing the properties of the Azure VPN gateway in the Azure portal.
5. Enter the shared secret to be used for RADIUS communication in the Shared secret field.

Always On VPN with Azure Gateway

Azure VPN Gateway Configuration

To begin, provision a Virtual Network Gateway in Azure that meets the requirements outlined above. Guidance for implementing an Azure VPN gateway can be found here. Once complete, follow the steps below to enable support for Always On VPN client connections.

Enable Point-to-Site

Perform the following steps to enable point-to-site VPN connectivity.

1. In the navigation pane of the Azure VPN gateway settings click Point-to-site configuration.
2. Click Configure Now and specify an IPv4 address pool to be assigned to VPN clients. This IP address pool must be unique in the organization and must not overlap with any IP address ranges defined in the Azure virtual network.
3. From the Tunnel type drop-down list select IKEv2 and SSTP (SSL).
4. In the RADIUS authentication field enter the IPv4 address of the RADIUS server. At the time of this writing only a single IPv4 address is supported. If RADIUS redundancy is required, consider creating a load balanced NPS cluster.
5. In the Server secret field enter the RADIUS shared secret.
6. Click Save to save the configuration.

Always On VPN with Azure Gateway

VPN Client Configuration

Perform the following steps to configure a Windows 10 VPN client to connect to the Azure VPN gateway.

Download VPN Configuration

1. Click Point-to-site configuration.
2. Click Download VPN client.
3. Select EAPMSCHAv2 (yes, that’s correct even if EAP-TLS will be used!)
4. Click Download.
5. Open the downloaded zip file and extract the VpnSettings.XML file from the Generic folder.
6. Copy the FQDN in the VpnServer element in VpnSettings.XML. This is the FQDN that will be used in the template VPN connection and later in ProfileXML.

Always On VPN with Azure Gateway

Create a Test VPN Connection

On a Windows 10 device create a test VPN profile using the VPN server address copied previously. Configure EAP settings to match those configured on the NPS server and test connectivity.

Create an Always On VPN Connection

Once the VPN has been validated using the test profile created previously, the VPN server and EAP configuration from the test profile can be used to create the Always On VPN profile for publishing using Intune, SCCM, or PowerShell.

IKEv2 Security Configuration

The default IKEv2 security parameters used by the Azure VPN gateway are better than Windows Server, but the administrator will notice that a weak DH key (1024 bit) is used in phase 1 negotiation.

Always On VPN with Azure Gateway

Use the following PowerShell commands to update the default IKEv2 security parameters to recommended baseline defaults, including 2048-bit keys (DH group 14) and AES-128 for improved performance.

Connect-AzAccount
Select-AzSubscription -SubscriptionName [Azure Subscription Name]

$Gateway = [Gateway Name]
$ResourceGroup = [Resource Group Name]

$IPsecPolicy = New-AzVpnClientIpsecParameter -IpsecEncryption AES128 -IpsecIntegrity SHA256 -SALifeTime 28800 -SADataSize 102400000 -IkeEncryption AES128 -IkeIntegrity SHA256 -DhGroup DHGroup14 -PfsGroup PFS14

Set-AzVpnClientIpsecParameter -VirtualNetworkGatewayName $Gateway -ResourceGroupName $ResourceGroup -VpnClientIPsecParameter $IPsecPolicy

Note: Be sure to update the cryptography settings on the test VPN connection and in ProfileXML for Always On VPN connections to match the new VPN gateway settings. Failing to do so will result in an IPsec policy mismatch error.

Additional Information

Microsoft Azure VPN Gateway Overview

About Microsoft Azure Point-to-Site VPN

Windows 10 Always On VPN IKEv2 Security Configuration

 

 

 

Always On VPN and RRAS with Single NIC

Always On VPN and RRAS with Single NICI’m commonly asked “can Windows Server with Routing and Remote Access Service (RRAS) be configured with a single network interface?” This is likely because the official Microsoft documentation references only a multihomed dual NIC configuration, leading many to believe it is a strict requirement.

Single NIC

Deploying Windows Server RRAS with a single network interface is indeed supported and works without issue. There are no functional limitations imposed by using a single network interface. All features are fully supported in this scenario. The choice to use one or two network interfaces is purely a design choice, driven by several factors such as current network configuration and security requirements.

Dual NIC

Although a single NIC configuration is fully supported, there are some important advantages associated with mulithome dual NIC deployments. The following should be considered when deciding between single NIC and dual NIC VPN configurations.

Traffic Segmentation

Having separate internal and external network connections provides logical and physical separation of trusted and untrusted network traffic. Terminating connections from Always On VPN clients on the Internet in an isolated perimeter or DMZ network yields positive security benefits.

Firewall Configuration

Using two network interfaces allows for a more restrictive Windows Firewall policy to be applied to the external interface. This reduces the exposure of running services on the RRAS server to untrusted networks. This is especially critical if the VPN server is Windows Server RRAS and it is joined to a domain.

Network Performance

For very busy RRAS servers, having two network interfaces can improve network performance. With two network interfaces, network traffic is distributed between two network adapters, reducing utilization on each interface.

Dual NIC Best Practices

When deploying an RRAS server with dual NICs, the following recommendations for network interface configuration should be followed.

IP Addressing

Each network interface must be assigned an IP address from a unique subnet. Having both NICs on the same subnet is not supported.

Default Gateway

The default gateway should be configured on the external facing network interface only. The internal interface should not be configured with a gateway. Rather, static routes to any remote internal networks should be configured.

To add a static route on a Windows Server, open an elevated PowerShell command window and run the following command.

New-NetRoute -AddressFamily IPv4 -DestinationPrefix 10.0.0.0/8 -InterfaceAlias ‘Internal’ -NextHop 172.21.12.254

DNS

For domain-joined RRAS servers, corporate DNS servers should be configured on the Internal network interface only. No DNS servers should be configured on the external interface. If the server is not joined to a domain, DNS servers can be configured on whichever interface has connectivity to the defined DNS servers.

NAT

When the RRAS server is behind a device performing Network Address Translation (NAT), the NAT should be configured to translate only the destination address (DNAT). This allows the VPN server (or load balancer for multiserver deployments) to see the client’s original source IP address, which ensures efficient traffic distribution and meaningful log data.

Client, Service, and Protocol Bindings

All unnecessary clients, services, and protocols should be unbound from the external network interface. It is recommended that only the IPv4 and IPv6 protocols be enabled on the external interface, as shown here. Again, this reduces exposure for the server to the untrusted external network.

Always On VPN and RRAS with Single NIC

Summary

The dual NIC, multihomed configuration is generally recommended for most deployments as it offers security and performance advantages over the single NIC configuration. For organizations with less demanding security requirements, a single NIC deployment can be deployed safely without compromising functionality or supportability. In addition, a single NIC deployment may be the best option when multiple networks aren’t readily available.

Additional Information

Windows 10 Always On VPN and Windows Server Routing and Remote Access (RRAS)

Windows 10 Always On VPN Protocol Recommendations for Windows Server RRAS

Windows 10 Always On VPN Options for Azure Deployments

Windows 10 Always On VPN Hands On Training

Always On VPN DNS Registration Update Available

Always On VPN DNS Registration Update AvailableWhen configuring Always On VPN, administrators have the option to enable DNS registration for VPN clients. When this option is set, VPN clients will register the IP address assigned to their VPN interface in the internal DNS. This allows client devices to be managed using their hostname from the internal network whenever they are connected remotely.

DNS Registration

DNS registration is enabled in one of two ways, depending on how Always On VPN client devices are managed.

Intune

When using the native Microsoft Intune UI to manage Always On VPN profiles, DNS registration can be configured by selecting Enabled next to Register IP addresses with internal DNS in the Base VPN settings section.

Always On VPN DNS Registration Update Available

ProfileXML

When using custom ProfileXML with PowerShell, SCCM, or Intune, the administrator will define the RegisterDNS element to enable DNS registration.

Always On VPN DNS Registration Update Available

Known Issues

Some users have reported unexpected behavior when DNS registration is enabled. Specifically, under some circumstances the VPN client will register the IP address of the VPN network interface along with the IP address of its public network interface (Wi-Fi, Ethernet, etc.). However, the VPN client can only be managed using the VPN interface. If the VPN client’s hostname resolves to its public IP address, manage out will fail.

This appears to happen only when Name Resolution Policy Table (NRPT) rules are defined in Intune DNS settings, or if the DomainNameInformation element is defined in ProfileXML.

Always On VPN DNS Registration Update AvailableAlways On VPN DNS Registration Update Available

Resolution

Microsoft recently released fixes for this DNS registration issue for Windows 10. The fix for this issue is included in the following updates.

Windows 10 1803 – KB4507466
Windows 10 1809 – KB4505658
Windows 10 1903 – KB4505903

Additional Configuration

After installing the update, the following registry entry must be defined on each VPN client.

HKLM\SYSTEM\CurrentControlSet\Services\Dnscache\Parameters\DisableNRPTForAdapterRegistration DWORD = 1

To enable this setting, open an elevated PowerShell window and run the following command.

New-ItemProperty -Path ‘HKLM:SYSTEM\CurrentControlSet\Services\Dnscache\Parameters\’ -Name DisableNRPTForAdapterRegistration -PropertyType DWORD -Value 1 -Force

Once complete, restart the client device for the changes to take effect. After validation testing is complete, the registry entry can be deployed to Always On VPN clients using Active Directory group policy preferences or Intune.

Additional Information

Deploying Windows 10 Always On VPN with Intune using Custom ProfileXML

Windows 10 Always On VPN Updates to Improve Connection Reliability

Windows 10 Always On VPN Device Tunnel Configuration using Microsoft Intune

Windows 10 Always On VPN Hands-On Training Classes

Error Importing Windows Server RRAS Configuration

Error Importing Windows Server RRAS Configuration Windows Server and the Routing and Remote Access Service (RRAS) is a popular choice for Windows 10 Always On VPN deployments. It is easy to implement and support, offers flexible scalability, and is cost-effective. In addition, it provides support for a TLS-based VPN protocol which is required for many deployments.

Configuration Backup

When deploying RRAS to support Always On VPN, it’s an excellent idea to export the configuration once all settings have been finalized. Often this is done by opening an elevated command window and running netsh.exe ras dump and piping the output to a text file, as shown here.

netsh.exe ras dump > rasconfig.txt

Import Error

Importing a saved configuration is accomplished by opening an elevated command window and running netsh.exe exec [filename], as shown here.

netsh.exe exec rasconfig.txt

Oddly, this doesn’t work by default. The import will fail and return the following error message.

“The following command was not found: ■.”

Error Importing Windows Server RRAS Configuration

Root Cause

Importing the RRAS configuration fails because the default configuration output is saved in Unicode format. Inexplicably this encoding is not recognized by netsh.exe when importing the configuration.

Workaround

Follow the steps below to save the configuration file in a format that can be imported using netsh.exe.

1. Open the exported configuration file using notepad.exe.
2. From the Menu bar choose File > Save As.
3. From the Encoding drop-down list choose ANSI.
4. Click Save.

Error Importing Windows Server RRAS Configuration

Once complete, import the file using netsh.exe exec [filename]. Restart the RemoteAccess service to apply the changes.

PowerShell

Administrators can use PowerShell to export the RRAS configuration and ensure the correct encoding format is used by default. To do this, open an elevated PowerShell window and run the following command.

Invoke-Command -ScriptBlock {netsh ras dump} | Out-File [filename] -Encoding ASCII

Additional Information

Windows 10 Always On VPN and Windows Server Routing and Remote Access Service (RRAS)

Windows 10 Always On VPN Protocol Recommendations for Windows Server Routing and Remote Access Service (RRAS)

Deploying Always On VPN with Intune using Custom ProfileXML

Deploying Always On VPN with Intune using Custom ProfileXMLWhen deploying Windows 10 Always On VPN using Microsoft Intune, administrators have two choices for configuring VPN profiles. They can use the native Intune user interface (UI) or create and upload a custom ProfileXML. The method chosen will depend on which features and settings are required.

Microsoft Intune

Intune has an intuitive user interface (UI) that can be used to configure and deploy Always On VPN profiles to Windows 10 clients. Guidance for using the UI to deploy Windows 10 Always On VPN with Microsoft Intune can be found here. However, Intune does not expose all Always On VPN settings to the administrator, which can be problematic.

Missing from Intune

At the time of this writing, the following Always On VPN settings cannot be configured natively using the Intune UI.

To implement any of the above features or settings the administrator must create and upload a custom ProfileXML.

ProfileXML

ProfileXML is a node within the VPNv2 Configuration Service Provider (CSP). When configuring Always On VPN using the Intune UI, each setting is configured individually. By contrast, the ProfileXML node includes all Always On VPN settings in a single configuration file. It can be deployed using Intune or PowerShell. Sample ProfileXML files for both user and device tunnels can be downloaded from my GitHub repository.

ProfileXML and Intune

I’ve already documented how to deploy an Always On VPN device tunnel configuration using Intune, so this post will focus on deploying the user tunnel using ProfileXML.

Once ProfileXML has been configured, open the Intune management console and follow the steps below to deploy it using Intune.

Create Profile

1. In the navigation pane click Device Configuration.
2. Click Profiles.
3. Click Create Profile.
4. Enter a descriptive name for the new VPN profile.
5. Select Windows 10 and later from the Platform drop-down list.
6. Select Custom from the Profile type drop-down list.

Custom OMA-URI Settings

1. In the Custom OMA-URI Settings blade click Add.
2. Enter a descriptive name in the Name field (this name will appear in the Windows UI on the client).
3. Enter ./User/Vendor/MSFT/VPNv2/Always%20On%20VPN/ProfileXML in the OMA-URI field. I’ve used Always On VPN as an example here, but you can use any text you like. If it includes spaces they must be escaped using %20, as shown here. Also, don’t forget to include the leading “.“.
4. Select String (XML file) from the Data type drop-down list.
5. Click the folder next to the Select a file field and select your ProfileXML file.
6. Click Ok.

Deploying Always On VPN with Intune using Custom ProfileXML

Important Note: The File contents window must show the contents of your ProfileXML. If the contents are unreadable the XML file contains encoding that will not work. If this happens, copy the contents of your ProfileXML to another new text file and upload again.

Assign Profile

Follow the steps below to assign the Always On VPN profile to the appropriate user group.

1. Click Assignments.
2. Click Select groups to include.
3. Select the group that includes the target users.
4. Click Select.
5. Click Save.

Deploying Always On VPN with Intune using Custom ProfileXML

Demonstration Video

A demonstration video with guidance for deploying a Windows 10 Always On VPN user tunnel using the native Microsoft Intune UI as well as custom ProfileXML can be found here. The custom ProfileXML guidance starts at 7:52.

Additional Information

Deploying Windows 10 Always On VPN with Microsoft Intune

Deploying Windows 10 Always On VPN Device Tunnel using PowerShell

Windows 10 Always On VPN IKEv2 Security Configuration

Windows 10 Always On VPN LockDown Mode

Windows 10 Always On VPN Scripts and Sample ProfileXML Files on GitHub

Always On VPN SSTP Load Balancing with Kemp LoadMaster

Always On VPN SSTP Load Balancing with Kemp LoadMaster The Windows Server Routing and Remote Access Service (RRAS) includes support for the Secure Socket Tunneling Protocol (SSTP), which is a Microsoft proprietary VPN protocol that uses SSL/TLS for security and privacy of VPN connections. The advantages of using SSTP for Always On VPN is that it is firewall friendly and ensures consistent remove 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.

Note: A comprehensive reference with detailed, prescriptive guidance for configuring the Kemp LoadMaster for Always On VPN can be found in the Always On VPN Load Balancing Deployment Guide for Kemp Load Balancers. Download this free guide now!

Configuration

Enabling load balancing on the Kemp LoadMaster platform is fundamentally similar to load balancing HTTPS web servers. However, there are a few subtle but important differences.

Health Check

Using a standard TCP port check on the LoadMaster will not accurately reflect the health of the SSTP service running on the RRAS server. In addition, using a simple TCP port check could yield unexpected results. To ensure accurate service status monitoring, it is recommended that HTTP or HTTPS health checks be configured instead.

Real Server Check Method

Open the Kemp LoadMaster management console and follow the steps below to enable HTTP/HTTPS health checks for SSTP.

1. Expand Virtual Services in the navigation pane.
2. Click View/Modify Services.
3. Click Modify on the SSTP VPN virtual service.
4. Expand Real Servers.
5. Select HTTPS Protocol from the Real Server Check Method drop-down list. Alternatively, if TLS offload is enabled select HTTP Protocol.
6. In the URL field enter /sra_{BA195980-CD49-458b-9E23-C84EE0ADCD75}/ and click Set URL.
7. In the Status Codes field enter 401 and click Set Status Codes.
8. Check the box next to Use HTTP/1.1.
9. Select Head from the HTTP Method drop-down list.

Always On VPN SSTP Load Balancing with Kemp LoadMaster

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 Kemp LoadMaster load balancer can be found in the Always On VPN Load Balancing Deployment Guide for Kemp Load Balancers. 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 LoadMaster and HTTP will be used between the LoadMaster 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 LoadMaster 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 LoadMaster will be configured to terminate and then re-encrypt connections to the RRAS server. When terminating TLS on the LoadMaster and re-encrypting connections to the RRAS server is required, the same certificate must be used on both the LoadMaster 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 Load Balancing Deployment Guide for Kemp Load Balancers

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 SSTP Load Balancing with F5 BIG-IP

Always On VPN Options for Azure Deployments

Always On VPN Options for Azure DeploymentsOrganizations everywhere are rapidly adopting Microsoft Azure public cloud infrastructure to extend or replace their existing datacenter. As traditional on-premises workloads are migrated to the cloud, customers are looking for options to host VPN services there as well.

Windows Server

Windows Server with the Routing and Remote Access Service (RRAS) installed is a popular choice for on-premises Always On VPN deployments. Intuitively it would make sense to deploy Windows Server and RRAS in Azure as well. However, at the time of this writing, RRAS is not a supported workload on Windows Server in Azure.

Always On VPN Options for Azure Deployments

Reference: https://support.microsoft.com/en-us/help/2721672/microsoft-server-software-support-for-microsoft-azure-virtual-machines/

Although explicitly unsupported, it is possible to deploy Windows Server and RRAS in Azure for Always On VPN. In my experience it works well and can be an option for organizations willing to forgo formal support by Microsoft.

Azure Gateway

Options for supporting Always On VPN connections using native Azure VPN infrastructure depend on the type of VPN gateway chosen.

VPN Gateway

The Azure VPN Gateway can be configured to support client-based (point-to-site) VPN. With some additional configuration it can be used to support Windows 10 Always On VPN deployments. Azure VPN gateway supports both IKEv2 and SSTP VPN protocols for client connections. The Azure VPN gateway has some limitations though. Consider the following:

  • A route-based VPN gateway is required
  • A maximum of 1000 concurrent IKEv2 connections are supported when using the VpnGw3 or VpnGw3AZ SKUs (2000 supported in active/active mode)
  • A maximum of 128 concurrent SSTP connections are supported on all gateway SKUs (256 supported in active/active mode)

Virtual WAN

Azure Virtual WAN is the future of remote connectivity for Azure. It includes support for client-based VPN (currently in public preview at the time of this writing), but only supports IKEv2 and OpenVPN VPN protocols for client connections. SSTP is not supported at all. Further, OpenVPN is not supported for Windows 10 Always On VPN, leaving IKEv2 as the only option, which poses some potential operational challenges. Virtual WAN offer much better scalability though, supporting up to 10,000 concurrent client-based VPN connections.

Virtual Appliance

The most supportable option for hosting VPN services in Azure for Windows 10 Always On VPN is to deploy a third-party Network Virtual Appliance (NVA). They are available from a variety of vendors including Cisco, Check Point, Palo Alto Networks, Fortinet, and many others. To support Windows 10 Always On VPN, the NVA vendor must either support IKEv2 for client-based VPN connections or have a Universal Windows Platform (UWP) VPN plug-in client available from the Microsoft store. Click here to learn more about Always On VPN and third-party VPN devices.

Note: Be careful when choosing an NVA as some vendors support IKEv2 only for site-to-site VPN, but not client-based VPN!

Hybrid Deployments

For organizations with hybrid cloud deployments (infrastructure hosted on-premises and in Azure), there are several options for choosing the best location to deploy VPN services. In general, it is recommended that client VPN connections be established nearest the resources accessed by remote clients. However, having VPN servers hosted both on-premises and in Azure is fully supported. In this scenario Azure Traffic Manager can be configured to intelligently route VPN connections for remote clients.

NetMotion Mobility

The NetMotion Mobility purpose-built enterprise VPN is a popular replacement for Microsoft DirectAccess. It is also an excellent alternative for enterprise organizations considering a migration to Always On VPN. It is a software-based solution that can be deployed on Windows Server and is fully supported running in Microsoft Azure. It offers many advanced features and capabilities not included in other remote access solutions.

Summary

Administrators have many options for deploying VPN servers in Azure to support Windows 10 Always On VPN. Windows Server and RRAS is the simplest and most cost-effective option, but it is not formally supported by Microsoft. Azure VPN gateway is an interesting alternative but lacks enough capacity for larger deployments. Azure Virtual WAN is another option but has limited protocol support. Deploying an NVA is a good choice, and NetMotion Mobility is an excellent alternative to both DirectAccess and Always On VPN that is software-based and fully supported in Azure.

Additional Information

Windows 10 Always On VPN with Azure Gateway

Windows 10 Always On VPN and Third-Party VPN Devices

Windows 10 Always On VPN and Windows Server Routing and Remote Access Service (RRAS)

Windows 10 Always On VPN IKEv2 Features and Limitations

Windows 10 Always On VPN Multisite with Azure Traffic Manager

Comparing DirectAccess and NetMotion Mobility

Deploying NetMotion Mobility in Microsoft Azure

 

 

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

Always On VPN Clients Prompted for Authentication when Accessing Internal Resources

Always On VPN Clients Prompted for Authentication when Accessing Internal ResourcesWhen deploying Windows 10 Always On VPN using Protected Extensible Authentication Protocol (PEAP) with client authentication certificates, the administrator may encounter a scenario in which the user can establish a VPN connection without issue, but when accessing internal resources they are prompted for credentials and receive the following error message.

“The system cannot contact a domain controller to service the authentication request. Please try again later.”

Always On VPN Clients Prompted for Authentication when Accessing Internal Resources

Resolution

This can occur if one or more domain controllers in the enterprise have expired or missing domain controller authentication certificates. To ensure seamless single sign-on to internal resources, ensure that all domain controllers have a certificate issued by the internal certification authority (CA) that includes the Server Authentication (1.3.6.1.5.5.7.3.1), Client Authentication (1.3.6.1.5.5.7.3.2), KDC Authentication (1.3.6.1.5.2.3.5), and Smart Card Logon (1.3.6.1.4.1.311.20.2.2) Enhanced Key Usage (EKU). Administrators can duplicate the Kerberos Authentication template for this purpose.

Always On VPN Clients Prompted for Authentication when Accessing Internal Resources

Additional Information

Windows 10 Always On VPN Certificate Requirements for IKEv2

Windows 10 Always On VPN Hands-On Training

 

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