Always On VPN Bug in Windows 10 2004

Always On VPN Bug in Windows 10 2004While performing Always On VPN evaluation testing with the latest release of Windows 10 (2004), a bug was discovered that may result in failed VPN connections, but only under certain conditions. Specifically, the failure occurs when both the device tunnel and user tunnel are configured on the same client, and the user tunnel is configured to use IKEv2 exclusively.

Error 829

After upgrading to Windows 10 2004, and when the device tunnel and user tunnel are both deployed and the user tunnel is configured to use IKEv2, the administrator will notice that if the device tunnel connection is established, the user tunnel connects successfully but is then terminated abruptly with error code 829.

Always On VPN Bug in Windows 10 2004

Note: This can happen in reverse if the user tunnel is established before the device tunnel for some reason. In this scenario the user tunnel would be connected but attempts to establish the device tunnel would result in failure.

Error 619

If the user tunnel connection is initiated using rasdial.exe or rasphone.exe, the error code returned is 619.

Always On VPN Bug in Windows 10 2004

Always On VPN Bug in Windows 10 2004

Workaround

The workaround for this issue is to either use a single tunnel, or if both user tunnel and device tunnel are required, configure the user tunnel to use the SSTP VPN protocol instead of IKEv2.

Additional Information

Windows 10 Always On VPN Device Tunnel Only Deployment Considerations

Always On VPN Device Tunnel Only Deployment Considerations

Always On VPN Device Tunnel Only Deployment ConsiderationsRecently I wrote about Windows 10 Always On VPN device tunnel operation and best practices, explaining its common uses cases and requirements, as well as sharing some detailed information about authentication, deployment recommendations, and best practices. I’m commonly asked if deploying Always On VPN using the device tunnel exclusively, as opposed to using it to supplement the user tunnel, is supported or recommended. I’ll address those topics in detail here.

Device Tunnel Only?

To start, yes, it is possible to deploy Windows 10 Always On VPN using only the device tunnel. In this scenario the administrator will configure full access to the network instead of limited access to domain infrastructure services and management servers.

Is It Recommended?

Generally, no. Remember, the device tunnel was designed with a specific purpose in mind, that being to provide pre-logon network connectivity to support scenarios such as logging on without cached credentials. Typically, the device tunnel is best used for its intended purpose, which is providing supplemental functionality to the user tunnel.

Deployment Considerations

The choice to implement Always On VPN using only the device tunnel is an interesting one. There are some potential advantages to this deployment model, but it is not without some serious limitations. Below I’ve listed some of the advantages and disadvantages to deploying the device tunnel alone for Windows 10 Always On VPN.

Advantages

Using the device tunnel alone does have some compelling advantages over the standard two tunnel (device tunnel/user tunnel) deployment model. Consider the following.

  • Single VPN Connection – Deploying the device tunnel alone means a single VPN connection to configure, deploy, and manage on the client. This also results in less concurrent connections and, importantly, less IP addresses to allocate and provision.
  • Reduced Infrastructure – The device tunnel is authenticated using only the device certificate. This certificate check is performed directly on the Windows Server Routing and Remote Access Service (RRAS) VPN server, eliminating the requirement to deploy Network Policy Server (NPS) servers for authentication.
  • User Transparency – The device tunnel does not appear in the modern Windows UI. The user will not see this connection if they click on the network icon in the notification area. In addition, they will not see the device tunnel connection in the settings app under Network & Internet > VPN. This prevents casual users from playing with the connection settings, and potentially deleting the connection entirely. It’s not that they can’t delete the device tunnel however, it’s just not as obvious.
  • Simplified Deployment – Deploying the device tunnel is less complicated than deploying the user tunnel. The device tunnel is provisioned once to the device and available to all users. This eliminates the complexity of having to deploy the user tunnel in each individual user’s profile.

Disadvantages

While there are some advantages to using the device tunnel by itself, this configuration is not without some serious limitations. Consider the following.

  • IKEv2 Only – The device tunnel uses the IKEv2 VPN protocol exclusively. It does not support SSTP. While IKEv2 is an excellent protocol in terms of security, it is commonly blocked by firewalls. This will prevent some users from accessing the network remotely depending on their location.
  • Limited OS Support – The device tunnel is only supported on Windows 10 Enterprise edition clients, and those clients must be joined to a domain. Arguably the device tunnel wouldn’t be necessary if the client isn’t domain joined, but some organizations have widely deployed Windows 10 Professional, which would then preclude them from being able to use the device tunnel.
  • Machine Certificate Authentication Only – The device tunnel is authenticated using only the certificate issued to the device. This means anyone who logs on to the device will have full access to the internal network. This may or may not be desirable, depending on individual requirements.
  • No Mutual Authentication – When the device tunnel is authenticated, the server performs authentication of the client, but the client does not authenticate the server. The lack of mutual authentication increases the risk of a man-in-the-middle attack.
  • CRL Checks Not Enforced – By default, RRAS does not perform certificate revocation checking for device tunnel connections. This means simply revoking a certificate won’t prevent the device from connecting. You’ll have to import the client’s device certificate into the Untrusted Certificates certificate store on each VPN server. Fortunately, there is a fix available to address this limitation, but it involves some additional configuration. See Always On VPN Device Tunnel and Certificate Revocation for more details.
  • No Support for Azure Conditional Access – Azure Conditional Access requires EAP authentication. However, the device tunnel does not use EAP but instead uses a simple device certificate check to authenticate the device.
  • No Support for Multifactor Authentication – As the device tunnel is authenticated by the RRAS VPN server directly and authentication requests are not sent to the NPS server, it is not possible to integrate MFA with the device tunnel.
  • Limited Connection Visibility – Since the device tunnel is designed for the device and not the user it does not appear in the list of active network connections in the Windows UI. There is no user-friendly connection status indicator, although the connection can be viewed using the classic network control panel applet (ncpa.cpl).

Summary

The choice to deploy Windows 10 Always On VPN using the device tunnel alone, or in conjunction with the user tunnel, is a design choice that administrators must make based on their individual requirements. Using the device tunnel alone is supported and works but has some serious drawbacks and limitations. The best experience will be found using the device tunnel as it was intended, as an optional component to provide pre-logon connectivity for an existing Always On VPN user tunnel.

Additional Information

Windows 10 Always On VPN Device Tunnel with Azure VPN Gateway

Windows 10 Always On VPN Device Tunnel and Certificate Revocation

Windows 10 Always On VPN Device Tunnel Configuration with Microsoft Intune

Windows 10 Always On VPN Device Tunnel Does Not Connect Automatically

Windows 10 Always On VPN Device Tunnel Missing in Windows 10 UI

Deleting a Windows 10 Always On VPN Device Tunnel

Windows 10 Always On VPN Device Tunnel Configuration using PowerShell

Windows 10 Always On VPN IKEv2 Features and Limitations

Always On VPN SSTP Load Balancing with Citrix NetScaler ADC

Always On VPN SSTP Load Balancing with Citrix NetScaler ADCOne of the many advantages of using Windows Server Routing and Remote Access Service (RRAS) as the VPN server to support Windows 10 Always On VPN connections is that it includes support for the Secure Socket Tunneling Protocol (SSTP). SSTP is a TLS-based VPN protocol that is easy to configure and deploy and is very firewall friendly. This ensures consistent and reliable connectivity even behind restrictive firewalls. The Citrix Application Delivery Controller (ADC), formerly known as NetScaler, is a popular platform for load balancing Always On VPN connections. In this article I’ll describe how to configure load balancing on the Citrix ADC for RRAS VPN connections using the SSTP VPN protocol.

Special Note: In December 2019 a serious security vulnerability was discovered on the Citrix ADC that gives an unauthenticated attacker the ability to arbitrarily execute code on the appliance. As of this writing a fix is not available (due end of January 2020) but a temporary workaround can be found here.

Load Balancing SSTP

Previously I’ve written about some of the use cases and benefits of SSTP load balancing as well as the options for offloading TLS for SSTP VPN connections. Load balancing SSTP eliminates single points of failure and enables support for multiple RRAS VPN servers to increase scalability. It is generally recommended that the Citrix ADC be configured to pass through encrypted SSTP VPN connections. However, TLS offloading can be configured to improve performance and reduce resource utilization on VPN servers, if required.

Configuration

Load balancing SSTP on the Citrix ADC is straightforward and not unlike load balancing a common HTTPS web server. Below are specific settings and parameters required to load balance SSTP using the Citrix ADC.

Note: This article is not a comprehensive configuration guide for the Citrix ADC. It assumes the administrator is familiar with basic load balancing concepts and has experience configuring the Citrix ADC.

Service Settings

The load balancing service for SSTP VPN should be configured to use TCP port 443 and the SSL_BRIDGE protocol. If TLS offload is required, TCP port 80 and the HTTP protocol can be configured. Additional configuration is required on the RRAS server when TLS offload is enabled, however. Detailed information for configuring RRAS and SSTP for TLS offload can be found here.

Always On VPN SSTP Load Balancing with Citrix NetScaler ADC

Virtual Server Settings

The virtual server is configured to use TCP port 443. It is recommended to use SSLSESSION persistence.

Always On VPN SSTP Load Balancing with Citrix NetScaler ADC

The LEASTCONNECTION load balancing method is the recommend option for load balancing method.

Always On VPN SSTP Load Balancing with Citrix NetScaler ADC

Service Monitoring

Using the default TCP monitor (tcp-default) is not recommended for monitoring SSTP, as a simple TCP port check does not accurately reflect the health of the SSTP service running on the RRAS server. To more precisely monitor the SSTP service status, a new custom monitor must be created and bound to the load balancing services. Follow the steps below to configure a custom SSTP VPN monitor on the Citrix ADC.

  1. Open the Citrix ADC management console and expand Traffic Management.
  2. Select Monitors.
  3. Click Add.
  4. Enter a descriptive name in the Name field.
  5. Select HTTP form the Type drop-down list and click Select.
  6. Adjust the Interval and Response Time-out values according to your requirements.
  7. Enter 401 in the Response Codes field and click the “+” button.
  8. In the Response Codes field click the “x” next to 200.
  9. In the HTTP Request field enter HEAD /sra_{BA195980-CD49-458b-9E23-C84EE0ADCD75}/.
  10. Check the box next to Secure (not required if TLS offload is enabled).
  11. Select ns_default_ssl_profile_backend from the SSL profile drop-down list (not required if TLS offload is enabled).
  12. Click Create.

Always On VPN SSTP Load Balancing with Citrix NetScaler ADC

Once complete, bind the new service monitor to the load balancing services or service groups accordingly.

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 Citrix ADC 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 Citrix ADC and HTTP will be used between the Citrix ADC 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.ps1 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.ps1 -CertificateHash [SHA256 Certificate Hash of Public SSL Certificate] -Restart

Example:

.\Enable-SSTPOffload.ps1 -CertificateHash ‘C3AB8FF13720E8AD9047DD39466B3C8974E592C2FA383D4A3960714CAEF0C4F2’ -Restart

Re-Encryption

When offloading TLS for SSTP VPN connections, all traffic between the Citrix ADC 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 Citrix ADC will be configured to terminate and then re-encrypt connections to the RRAS server. When terminating TLS on the Citrix ADC and re-encrypting connections to the RRAS server is required, the same certificate must be used on both the Citrix ADC 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 and SSL Offload

SSL Offload Configuration for Citrix ADC (NetScaler)

Windows 10 Always On VPN SSTP Load Balancing with Kemp LoadMaster

Windows 10 Always On VPN SSTP Load Balancing with F5 BIG-IP

Windows 10 Always On VPN Connects then Disconnects

Windows 10 Always On VPN SSL Certificate Requirements for SSTP

Always On VPN Load Balancing with Kemp in Azure

Always On VPN Load Balancing with Kemp in AzureIn a recent post I discussed options for load balancing Windows Server Routing and Remote Access Service (RRAS) in Microsoft Azure for Always On VPN. There are many choices available to the administrator, however the best alternative is to use a dedicated Application Delivery Controller (ADC), or load balancer. The Kemp LoadMaster load balancer is an excellent choice here, as it is easy to configure and deploy. It is also very cost effective and offers flexible licensing plans, including a metered licensing option.

Deploy LoadMaster in Azure

To provision a Kemp LoadMaster load balancer in Microsoft Azure, open the Azure management console and perform the following steps.

1. Click Create Resource.
2. Enter LoadMaster in the search field.
3. Click on LoadMaster Load Balancer ADC Content Switch.

Always On VPN Load Balancing with Kemp in Azure

4. Choose an appropriate license model from the Select a software plan drop-down list.
5. Click Create.

Prepare Azure Instance

Follow the steps below to provision the Azure VM hosting the Kemp LoadMaster load balancer.

1. Choose an Azure subscription to and resource group to deploy the resources to.
2. Provide instance details such as virtual machine name, region, availability options, and image size.
3. Select an authentication type and upload the SSH private key or provide a username and password.
4. Click Next:Disks >.

Always On VPN Load Balancing with Kemp in Azure

5. Select an OS disk type.
6. Click Next: Networking >.

Always On VPN Load Balancing with Kemp in Azure

7. Select a virtual network and subnet for the load balancer.
8. Create or assign a public IP address.
9. Click Review + create.

Always On VPN Load Balancing with Kemp in Azure

LoadMaster Configuration

Once the virtual machine has been provisioned, open a web browser and navigate to the VM’s internal IP address on port 8443 to accept the licensing terms.

Always On VPN Load Balancing with Kemp in Azure

Next, log in with your Kemp ID and password to finish licensing the appliance.

Always On VPN Load Balancing with Kemp in Azure

Finally, log in to the appliance using the username ‘bal’ and the password provided when the virtual machine was configured.

Always On VPN Load Balancing with Kemp in Azure

Azure Network Security Group

A Network Security Group (NSG) is automatically configured and associated with the LoadMaster’s network interface when the appliance is created. Additional inbound security rules must be added to allow VPN client connectivity.

In the Azure management console open the properties for the LoadMaster NSG and follow the steps below to configure security rules to allow inbound VPN protocols.

SSTP

1. Click Inbound security rules.
2. Click Add.
3. Choose Any from the Source drop-down list.
4. Enter * in the Source port ranges field.
5. Select Any from the Destination drop-down list.
6. Enter 443 in the Destination port ranges field.
7. Select the TCP protocol.
8. Select the Allow action.
9. Enter a value in the Priority field.
10. Enter a name for the service in the Name field.
11. Click Add.

Always On VPN Load Balancing with Kemp in Azure

IKEv2

1. Click Inbound security rules.
2. Click Add.
3. Choose Any from the Source drop-down list.
4. Enter * in the Source port ranges field.
5. Select Any from the Destination drop-down list.
6. Enter 500 in the Destination port ranges field.
7. Select the UDP protocol.
8. Select the Allow action.
9. Enter a value in the Priority field.
10. Enter a name for the service in the Name field.
11. Click Add.
12. Repeat the steps below for UDP port 4500.

Always On VPN Load Balancing with Kemp in Azure

Load Balancing SSTP and IKEv2

Refer to the following posts for detailed, prescriptive guidance for configuring the Kemp LoadMaster load balancer for Always On VPN load balancing.

Always On VPN SSTP Load Balancing with Kemp LoadMaster

Always On VPN IKEv2 Load Balancing with the Kemp LoadMaster

Always On VPN Load Balancing Deployment Guide for the Kemp LoadMaster

Summary

Although Windows Server RRAS is not a formally supported workload in Azure, it is still a popular and effective solution for Always On VPN deployments. The Kemp LoadMaster load balancer can be deployed quickly and easily to provide redundancy and increase scalability for larger deployments.

Additional Information

Windows 10 Always On VPN SSTP Load Balancing with Kemp LoadMaster Load Balancers

Windows 10 Always On VPN IKEv2 Load Balancing with Kemp LoadMaster Load Balancers

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

Deploying the Kemp LoadMaster Load Balancer in Microsoft Azure

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 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 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 platform 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 IKEv2 Features and Limitations

Always On VPN IKEv2 Features and LimitationsThe Internet Key Exchange version 2 (IKEv2) VPN protocol is a popular choice for Windows 10 Always On VPN deployments. IKEv2 is a standards-based IPsec VPN protocol with customizable security parameters that allows administrators to provide the highest level of protection for remote clients. In addition, it provides important interoperability with a variety of VPN devices, including Microsoft Windows Server Routing and Remote Access Service (RRAS) and non-Microsoft platforms such as Cisco, Checkpoint, Palo Alto, and others.

IKEv2 Limitations

IKEv2 is clearly the protocol of choice in terms of security. It supports modern cryptography and is highly resistant to interception. It’s not without some operational challenges, however. Consider the following.

Firewalls

IKEv2 uses UDP ports 500 and 4500 for communication. Unfortunately, these ports are not always open. Often, they are blocked by network administrators to prevent users from bypassing security controls or attackers from exfiltrating data.

Fragmentation

IKEv2 packets can become quite large at times, especially when using client certificate authentication with the Protected Extensible Authentication Protocol (PEAP). This can result in fragmentation occurring at the network layer. Unfortunately, many firewalls and network devices are configured to block IP fragments by default. This can result in failed connection attempts from some locations but not others.

Load Balancing

Load balancing IKEv2 connections is not entirely straightforward. Without special configuration, load balancers can cause intermittent connectivity issues for Always On VPN connections. Guidance for configuring IKEv2 load balancing on the Kemp LoadMaster and the F5 BIG-IP can be found here:

IKEv2 Fragmentation

IKEv2 fragmentation can be enabled to avoid IP fragmentation and restore reliable connectivity. IKEv2 fragmentation is supported in Windows 10 and Windows Server beginning with v1803. Guidance for enabling IKEv2 fragmentation on Windows Server RRAS can be found here. Support for IKEv2 fragmentation on non-Microsoft firewall/VPN devices is vendor-specific. Consult with your device manufacturer for more information.

IKEv2 Security and RRAS

Be advised that the default security settings for IKEv2 on Windows Server RRAS are very poor. The minimum recommended security settings and guidelines for implementing them can be found here.

IKEv2 or TLS?

IKEv2 is recommend for deployments where the highest level of security and protection is required for remote connections. In these scenarios, the sacrifice of ubiquitous availability in favor of ultimate security might be desired.

SSTP or another TLS-based VPN protocol is recommended if reliable operation and connectivity are desired. SSTP and TLS VPNs can be configured to provide very good security by following the security and implementation guidelines found here.

IKEv2 with TLS Fallback

In theory, preferring IKEv2 and falling back to the Secure Socket Tunneling Protocol (SSTP) or another TLS-based VPN protocol when IKEv2 is unavailable would seem like a logical choice. This would ensure the highest level of protection, while still providing reliable connectivity. Unfortunately, the Windows VPN client doesn’t work this way in practice. Details here.

Additional Information

Windows 10 Always On VPN IKEv2 Load Balancing with F5 BIG-IP

Windows 10 Always On VPN IKEv2 Load Balancing with Kemp LoadMaster

Windows 10 Always On VPN IKEv2 Fragmentation

Windows 10 Always On VPN IKEv2 and SSTP Fallback

Windows 10 Always On VPN IKEv2 Security Configuration

Windows 10 Always On VPN Certificate Requirements for IKEv2

Windows 10 Always On VPN Protocol Recommendations for Windows Server RRAS

Always On VPN SSTP Connects then Disconnects

Always On VPN SSTP Connects then DisconnectsWhen Always On VPN clients are configured to use the Secure Socket Tunneling Protocol (SSTP) with Windows Server Routing and Remote Access Service (RRAS), administrators may encounter a scenario in which a client can establish a VPN connection using SSTP successfully, but is then disconnected immediately. The system event log contains an entry with Event ID 6 from the RasSstp source that includes the following error message.

“The SSTP-based VPN connection to the remote access server was terminated because of a security check failure. Security settings on the remote access server do not match settings on this computer. Contact the system administrator of the remote access server and relay the following information.”

Always On VPN Connect and Disconnect with SSTP

Common Causes

The two most common causes of this issue are when SSTP is configured for SSL offload, and when a VPN client is on a network where SSL inspection is taking place.

SSTP Offload

The most common cause of this issue is when SSL offload is configured for SSTP on an external load balancer or application delivery controller (ADC). To prevent interception from a Man-in-the-Middle attack, the VPN client sends the certificate hash of the SSL certificate used when the VPN connection was established. If this information does not match what is configured on the RRAS server, the connection is assumed to be compromised and the connection is immediately dropped.

SSL Inspection

Another scenario where this issue may occur is when a VPN client is behind a network device configured to perform SSL deep-packet inspection (DPI). SSTP VPN clients will be unable to connect to the VPN server in this scenario.

Resolution

When offloading SSL to another device, the RRAS server must be configured to know which SSL certificate is being presented to remote clients. This information is stored in the following registry key.

HKLM:\SYSTEM\CurrentControlSet\Services\SstpSvc\Parameters\SHA256CertificateHash

However, this registry entry requires a binary value, which makes it a challenge to configure manually. To resolve this problem, it is recommended that the same SSL certificate installed on the load balancer/ADC also be installed on the VPN server (even though SSL will be offloaded). To do this, first import the SSL certificate and private key in to the Local Computer certificate store, then open the RRAS management console and perform the following steps.

  1. Right-click the VPN server and choose Properties.
  2. Select the Security tab.
  3. Uncheck Use HTTP in the SSL Certificate Binding section.
  4. Select the appropriate SSL certificate from the Certificate drop-down list (click View to verify).
  5. Click Apply.

This will add the correct SSL certificate information to the registry. Next, re-enable HTTP for SSL offload by performing the following steps.

  1. Check Use HTTP in the SSL Certificate Binding section.
  2. Click Apply.

PowerShell Configuration

If the SSL certificate cannot be installed on the VPN server, or to automate this configuration across multiple servers remotely, download and run the Enable-SstpOffload PowerShell script from my GitHub repository here and run the following command.

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

For example…

Enable-SSTPOffload -CertificateHash “C3AB8FF13720E8AD9047DD39466B3C8974E592C2FA383D4A3960714CAEF0C4F2” -Restart

Additional Information

Windows 10 Always On VPN Load Balancing and SSL Offload

Windows 10 Always On VPN SSTP Load Balancing with F5 BIG-IP

Windows 10 Always On VPN SSL Certificate Requirements for SSTP

Windows 10 Always On VPN Protocol Recommendations for Windows Server RRAS

 

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