Considerations for Always On VPN with Azure VPN Gateway and Virtual WAN

Always On VPN Device Tunnel and Custom Cryptography Native Support Now in Intune

Organizations migrating on-premises applications, data, and infrastructure to the cloud may also consider terminating Always On VPN connections there. Using one of the native Azure VPN services might be compelling at first glance. After all, having an Azure-managed VPN gateway service sounds intuitive. However, some severe limitations exist for using Azure VPN services for Always On VPN deployments.

Azure VPN Gateway

The following are limitations for Always On VPN with Azure VPN gateway.

Authentication Methods

Azure VPN gateway supports both EAP and machine certificate authentication. However, it can only support one authentication method at a time. With only EAP or certificate authentication, administrators must choose between a device or user tunnel. A single Azure VPN gateway cannot support both at the same time. For native Entra ID joined devices, this is not a problem. However, for native on-premises Active Directory or hybrid Entra ID joined devices, this is a problem, as the device tunnel is essential in these scenarios.

Note: Technically speaking, administrators could deploy another Azure VPN gateway to work around this limitation. However, Azure limits VPN gateway deployments to one per virtual network. This requires administrators to deploy a second VPN gateway in a separate virtual network, which then requires virtual network peering to be enabled, complicating the configuration greatly.

SSTP

Although the Azure VPN gateway supports SSTP, it is, unfortunately, a second-class citizen. Today, all SKUs of the Azure VPN gateway are limited to just 128 SSTP connections (256 in active/active mode). There is currently no way to increase this. If more than 256 connections are required, you must use IKEv2.

RADIUS

In addition, there is currently no option to change the default timeout value (30 seconds) for RADIUS authentication requests. This short timeout value presents a challenge when using MFA with the NPS extension or with Azure Conditional Access, as users may be unable to respond to the push notification before the timeout expires, resulting in failed authentication attempts.

In addition, Azure does not support routing traffic to on-premises RADIUS servers over ExpressRoute connections. In this scenario, administrators must route RADIUS traffic to on-premises servers over a site-to-site connection.

Geographic Redundancy

Geographic redundancy using Azure Traffic Manager (or another global server load balancer) with two or more gateways is not supported when using the Azure VPN gateway. Azure manages the certificate used on the gateway, which includes a certificate with the subject name of the individual gateway. There is no option to supply a custom certificate with a global hostname in the subject, which is required to support geographic redundancy. With that, administrators are limited to the redundancy provided natively by the Azure VPN gateway.

IPv6

Azure does not support Azure VPN gateway in a virtual network that includes IPv6 addressing.

Azure Virtual WAN

Azure Virtual WAN includes many of the same limitations as the Azure VPN gateway, in addition to the following.

SSTP

Unlike the Azure VPN gateway, there is no support for SSTP in Azure Virtual WAN.

IPv6

IPv6 is not currently supported at all in Azure Virtual WAN.

Summary

Intuitively, it seems that leveraging native Azure VPN gateway services would be ideal. However, due to the limitations outlined in this article, administrators must decide carefully if any of these prevent adoption in their environment. Although not formally supported, many organizations deploy Windows Server Routing and Remote Access (RRAS) servers in Azure to address these limitations.

Additional Information

Always On VPN Options for Azure Deployments

Always On VPN with Azure Gateway

Always On VPN Device Tunnel with Azure VPN Gateway

Always On VPN and RRAS in Azure

What is Azure VPN Gateway?

What is Azure Virtual WAN?

Windows 10 Multisite DirectAccess with GSLB Webinar

Kemp Technologies LoadMaster Load BalancerWindows 10 clients include full support for all enterprise DirectAccess scalability and redundancy features, including automatic site selection and transparent failover for multisite deployments. However, the native site selection process is limited in functionality and often yields unexpected results.

To provide better client support for multisite DirectAccess, a Global Server Load Balancer (GSLB) solution such as the Kemp Technologies LoadMaster GEO can be deployed. Using the LoadMaster’s GSLB functionality can significantly enhance multisite site selection for Windows 10 clients. In addition, it can be used to enable new scenarios not supported natively such as weighted distribution and active/passive failover.

Kemp Technologies LoadMaster Load Balancer

To learn more about how address the shortcomings of DirectAccess multisite using the Kemp LoadMaster GEO, join me for a live webinar on Thursday, July 14, 2106 at 10:00AM EDT where I’ll discuss the following topics.

  • How Global Server Load Balancing (GSLB) works
  • How Windows 10 clients choose an entry point
  • Understand the limitations of the native site selection process for Windows 10 clients
  • How to use the Kemp LoadMaster GEO to provide true geographic redundancy
  • How to enable active/passive failover for disaster recovery

You can register for this free live webinar here.

DirectAccess Multisite Geographic Redundancy with Microsoft Azure Traffic Manager

Introduction

DirectAccess Multisite Geographic Redundancy with Microsoft Azure Traffic ManagerTo provide geographic redundancy, DirectAccess can be deployed in a multisite configuration. In this scenario, Windows 8.x and Windows 10 clients are aware of all entry points in the enterprise and will automatically select the nearest available entry point to connect to. The nearest entry point is defined as the one that responds the quickest. When a Windows 8.x or Windows 10 client attempts to establish DirectAccess connectivity, an HTTP GET is sent to all entry points and the client will select the one with the shortest Round Trip Time (RTT) for the request.

Note: Windows 7 clients can be provisioned when DirectAccess is configured for multisite access, but they must be assigned to an individual entry point.

Challenges

There are a number of challenges that come with the default multisite configuration. Choosing an entry point based solely on network latency is rather simplistic and can often produce unexpected results. It also lacks support for granular traffic distribution or active/passive configuration.

GSLB

DirectAccess Multisite Geographic Redundancy with Microsoft Azure Traffic ManagerFor the best experience, DirectAccess can be configured to use a Global Server Load Balancing (GSLB) solution to enhance transparent site selection and failover for Windows 8.x and Windows 10 clients. Commonly this is implemented using an on-premises appliance (Citrix NetScaler, F5 Global Traffic Manager, Kemp LoadMaster, A10 Thunder, etc.). These solutions offer exceptional control over DirectAccess traffic distribution, but they add expense and complexity.

Azure Traffic Manager

Azure Traffic Manager is a cloud-based GSLB solution that is a simple and cost-effective alternative to dedicated on-premises appliances. While it does not offer all of the features that GSLB appliances provide, it does provide better traffic distribution options than the default configuration. Importantly, it enables active/passive failover, which is a common requirement not supported natively with DirectAccess.

DirectAccess Multisite Geographic Redundancy with Microsoft Azure Traffic Manager

Traffic Manager Configuration

In the Azure portal (the new one, not the old one!) click New, Networking, and then Traffic Manager profile.

DirectAccess Multisite Geographic Redundancy with Microsoft Azure Traffic Manager

Provide a name and select a Routing method.

DirectAccess Multisite Geographic Redundancy with Microsoft Azure Traffic Manager

Routing method options are Performance, Weighted and Priority.

  • Performance. Select this option to enable clients to connect to the entry point with the lowest network latency.
  • Weighted. Select this option to enable clients to prefer some entry points more than others. Assign a weight value of 1 to 1000 for each entry point. Higher values have more preference. Values for entry points can be the same, if desired.
  • Priority. Select this option to enable clients to connect to a primary entry point, then fail over to a secondary or tertiary entry point in the event of an outage. Assign a priority value of 1 to 1000 for each entry point. Lower values take precedence. Each entry point must be assigned a unique priority value.

Click Create when finished. Next click Settings for the new traffic manager profile and click Configuration. Change Protocol to HTTPS, Port to 443, and Path to /IPHTTPS. Click Save when finished.

DirectAccess Multisite Geographic Redundancy with Microsoft Azure Traffic Manager

Next click Endpoints and click Add. Select External endpoint from the drop down list, provide a descriptive name, and then enter the Fully-Qualified Domain Name (FQDN) of the first DirectAccess entry point. When using the Performance routing method, choose a location that best represents the geography where the DirectAccess entry point is located. When using the Weighted or Priority routing methods, specify an appropriate value accordingly. Click Ok when finished. Repeat these steps for each entry point in the organization.

DirectAccess Multisite Geographic Redundancy with Microsoft Azure Traffic Manager

DirectAccess Configuration

In the Remote Access Management console, highlight DirectAccess and VPN below Configuration in the navigation tree and then click Configure Multisite Settings below Multisite Deployment in the Tasks pane. Click Global Load Balancing and choose Yes, use global load balancing. Enter the FQDN of the Azure Traffic Manager profile and click Next, and then click Commit.

DirectAccess Multisite Geographic Redundancy with Microsoft Azure Traffic Manager

Note: An SSL certificate with a subject name matching that of the GSLB FQDN is not required.

In some cases, the management console may report that global load balancing addresses cannot be identified automatically for some or all entry points.

DirectAccess Multisite Geographic Redundancy with Microsoft Azure Traffic Manager

If this occurs, it will be necessary to run the Set-DAEntryPoint PowerShell cmdlet to assign GLSB IP addresses to each entry point. The GSLB IP address is the public IPv4 address that the entry point public hostname resolves to.

Set-DAEntryPoint -Name [entrypoint_name] -GslbIP [external_ip_address]

For example:

Set-DAEntryPoint -Name "US West" -GslbIP 203.0.113.195
Set-DAEntryPoint -Name "US East" -GslbIP 198.51.100.21

Summary

DirectAccess includes native functionality to enable geographic load balancing for Windows 8.x and Windows 10 clients. The site selection process used by DirectAccess clients in this scenario is basic, and has the potential to yield unexpected results. Azure Traffic Manager is a simple, cost-effective alternative to dedicated on-premises GSLB appliances. It can be integrated with DirectAccess to address some of the shortcomings with the native entry point selection process.

Additional Resources