Always On VPN Force Tunneling with Office 365 Exclusions

Always On VPN Force Tunneling with Office 365 ExclusionsWith the COVID-19 global pandemic forcing nearly everyone to work from home these days, organizations that implemented force tunneling for their VPN clients are likely encountering unexpected problems. When force tunneling is enabled, all client traffic, including Internet traffic, is routed over the VPN tunnel. This often overloads the VPN infrastructure and causes serious slowdowns, which degrades the user experience and negatively impacts productivity. This is especially challenging because so many productivity applications like Microsoft Office 365 are optimized for Internet accessibility. It is one of the main reasons that force tunneling is not generally recommended.

Force Tunneling with Exceptions

When enabling split tunneling is not an option, administrators frequently ask about enabling force tunneling with some exceptions. The most common configuration is enabling force tunneling while still allowing Office 365 traffic to go outside of the tunnel. While this is something that third-party solutions do easily, it has been a challenge for Always On VPN. Specifically, Always On VPN has no way to route traffic by hostname or Fully-Qualified Domain Name (FQDN).

Exclusion Routes

To address this challenge, the administrator can configure Exclusion Routes. Exclusion Routes are supported in Windows 10 1803 with update KB4493437, Windows 10 1809 with update KB4490481, and Windows 10 1903/1909.

Exclusion routes are defined in the client routing table that are excluded from the VPN tunnel. The real challenge here is determining all the required IP addresses required for Office 365.

Microsoft Published Guidance

Given current events and the heavy demands placed on enterprises supporting exclusively remote workforces, Microsoft has recently published guidance for configuring Always On VPN force tunneling while excluding Office 365 traffic. Their documentation includes all the required IP addresses to configure exclusions for. This will make it much simpler for administrators to configure Always On VPN to support this unique scenario. The following links provide detailed configuration guidance for enabling force tunneling for Always On VPN with exceptions.

Additional Information

Windows 10 Always On VPN Split vs. Force Tunneling

Windows 10 Always On VPN Routing Configuration

Windows 10 Always On VPN Lockdown Mode

Always On VPN Device Tunnel Operation and Best Practices

Always On VPN Device Tunnel Operation and Best PracticesUnlike DirectAccess, Windows 10 Always On VPN settings are deployed to the individual user, not the device. As such, there is no support for logging on without cached credentials using the default configuration. To address this limitation, and to provide feature parity with DirectAccess, Microsoft later introduced the device tunnel option in Windows 10 1709.

Device Tunnel Use Cases

The device tunnel is designed to allow the client device to establish an Always On VPN connection before the user logs on. This enables important scenarios such as logging on without cached credentials. This feature is crucial for organizations who expect users to log on to devices the first time remotely. The device tunnel can also be helpful for remote support, allowing administrators to manage remotely connected Always On VPN clients without having a user logged on. In addition, the device tunnel can alleviate some of the pain caused by administrators resetting remote worker’s passwords, or by users initiating a Self-Service Password Reset (SSPR).

Device Tunnel Requirements

The device tunnel requires Windows 10 Enterprise edition 1709 or later, and the client device must be joined to the domain. The device tunnel must be provisioned in the context of the local system account. Guidance for configuring and deploying a Windows 10 Always On VPN device tunnel can be found here.

Device Tunnel Authentication

The device tunnel is authenticated using a certificate issued to the client device, much the same as DirectAccess does. Authentication takes place on the Routing and Remote Access Service (RRAS) VPN server. It does not require a Network Policy Server (NPS) to perform authentication for the device tunnel.

Always On VPN Device Tunnel Operation and Best Practices

CRL Checking

Eventually an administrator may need to deny access to a device configured with an Always On VPN device tunnel connection. In theory, revoking the client device’s certificate and terminating their IPsec Security Associations (SAs) on the VPN server would accomplish this. However, Windows Server RRAS does not perform certificate revocation checking for Windows 10 Always On VPN device tunnel connections by default. Thankfully an update is available to enable this functionality. See Always On VPN Device Tunnel and Certificate Revocation for more details.

Configuration Best Practices

As the device tunnel is designed only to support domain authentication for remote clients, it should be configured with limited access to the on-premises infrastructure. Below is a list of required and optional infrastructure services that should be reachable over the device tunnel connection.

Required

  • All domain controllers
  • Enterprise DNS servers (if DNS is running on servers other than domain controllers)

Optional

  • All issuing certification authority (CA) servers
  • All certificate services online HTTP responders
  • All certificate services Online Certificate Status Protocol (OCSP) servers
  • System Center Configuration Manager (SCCM) distribution point servers
  • Windows Server Update Services (WSUS) servers
  • Management workstations

Limiting Access

Limiting access over the Always On VPN device tunnel can be accomplished in one of the following two ways.

Traffic Filters

The administrator can configure traffic filters on the device tunnel to restrict access only to those IP addresses required. However, be advised that when a traffic filter is enabled on the device tunnel, all inbound access will be blocked. This effectively prevents any remote management of the device from an on-premises system over the device tunnel.

Host Routes

An alternative to using traffic filters to limit access over the device tunnel is using host routes. Host routes are configured with a /32 prefix size and define a route to a specific individual host. The following is an example of host route configuration in ProfileXML.

Always On VPN Device Tunnel Operation and Best Practices

Note: A PowerShell script that enumerates all enterprise domain controllers and outputs their IP addresses in XML format for use in ProfileXML can be found here.

Caveats

Some organizations may have hundreds or even thousands of domain controllers, so creating individual host route entries for all domain controllers in profileXML may not be practical. In this scenario it is recommended to add host routes only for the domain controllers that belong to the Active Directory site where the VPN server resides.

Supportability

Do not use the <DomainNameInformation> element in ProfileXML or enable force tunneling for the device tunnel. Neither of these configurations are supported.

Tunnel Coexistence

The device tunnel can be safely deployed in conjunction with the user tunnel whenever its functionality is required.

DNS Registration

If the device tunnel and user tunnel are both deployed, it is recommended that only one of the tunnels be configured to register in DNS. If the device tunnel is configured to register its IP address in DNS, be advised that only those devices with routes configured in the device tunnel VPN profile will be able to connect remotely to Always On VPN clients.

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

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

Windows 10 Always On VPN with Azure Gateway

Windows 10 Always On VPN Options for Azure Deployments

Windows 10 Always On VPN Multisite with Azure Traffic Manager