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 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 and Azure MFA ESTS Token Error

Always On VPN and Azure MFA ESTS Token ErrorConfiguring Multifactor Authentication (MFA) is an excellent way to ensure the highest level of assurance for Always On VPN users. Azure MFA is widely deployed and commonly integrated with Windows Server Network Policy Server (NPS) using the NPS Extension for Azure MFA. Azure MFA has a unique advantage over many other MFA providers in that it supports MFA when using Protected Extensible Authentication Protocol (PEAP). This makes Azure MFA the solution of choice for integrating with Windows 10 Always On VPN deployments using client certificate authentication, a recommended security configuration best practice.

NPS Configuration

Installing and configuring the NPS extension for Azure MFA is straightforward. Configuration guidance from Microsoft can be found here.

Connection Issues

After installing the NPS extension for Azure MFA, administrators may find that Always On VPN connections fail and the user is never challenged for authentication. The connection eventually times out and returns the following error message.

“A connection to the remote computer could not be established, so the port used for this connection was closed.”

Always On VPN and Azure MFA ESTS Token Error

In addition, the Application event log on the Windows 10 client contains an Event ID 20221 from the RasClient source that includes the following error message.

“The user [username] dialed a connection named [connection] which has failed. The error code returned on failure is 0.”

Always On VPN and Azure MFA ESTS Token Error

NPS Event Log

Reviewing the event logs on the NPS server reveals more information. The Security event log contains an Event ID 6274 from the Microsoft Windows security auditing source that includes the following error message.

“Network Policy Server discarded the request for a user. Contact the Network Policy Administrator for more information.”

Always On VPN and Azure MFA ESTS Token Error

ESTS Token Error

Digging deeper in the operational event log on the NPS server, the AuthZAdminCh log (Applications and Services Logs > Microsoft > AzureMfa > AuthZ) contains an Event ID 3 from the AuthZ source indicating an ESTS_TOKEN_ERROR message.

Always On VPN and Azure MFA ESTS Token Error

Troubleshooting ESTS Token Error

Follow the steps below to troubleshoot the ESTS_TOKEN_ERROR.

Prerequisites

Ensure that all prerequisites are met. Validate the user is being synced to Azure Active Directory and that it is properly licensed for Azure MFA.

Certificates

As part of the NPS extension configuration, a certificate is created on the NPS server that is uploaded to Azure Active Directory. To validate the certificate was created and uploaded correctly, follow the troubleshooting guidance found here.

Enterprise Applications

The Azure Multi-Factor Auth Client and the Azure Multi-Factor Auth Connector enterprise applications must be enabled to support the NPS extension for Azure MFA. To confirm they are enabled, open an elevated PowerShell command window on the server where the Azure AD Connector is installed and run the following PowerShell commands.

Import-Module MSOnline
Connect-MsolService

Get-MsolServicePrincipal -AppPrincipalId “981f26a1-7f43-403b-a875-f8b09b8cd720” | Select-Object DisplayName, AccountEnabled

Get-MsolServicePrincipal -AppPrincipalId “1f5530b3-261a-47a9-b357-ded261e17918” | Select-Object DisplayName, AccountEnabled

Always On VPN and Azure MFA ESTS Token Error

If either or both enterprise applications are not enabled, enable them using the following PowerShell commands.

Set-MsolServicePrincipal -AppPrincipalId “981f26a1-7f43-403b-a875-f8b09b8cd720” -AccountEnabled $True

Set-MsolServicePrincipal -AppPrincipalId “1f5530b3-261a-47a9-b357-ded261e17918” -AccountEnabled $True

Once complete, restart the IAS service on the NPS server using the following PowerShell command.

Restart-Service IAS -PassThru

Additional Information

Windows 10 Always On VPN Network Policy Server (NPS) Load Balancing Strategies

Deploy Windows 10 Always On VPN with Microsoft Intune

Windows 10 Always On VPN Hands-On Training Classes Now Available

Always On VPN ProfileXML Editing and Formatting with Visual Studio Code

Always On VPN ProfileXML Editing and Formatting with Visual Studio CodeWindows 10 Always On VPN is designed to be implemented and managed using a Mobile Device Management (MDM) platform such as Microsoft Intune. With Intune specifically, there is an option to configure an Always On VPN profile in the UI. However, it provides only limited support and does not include all settings and options required for many deployments. Crucially, IKEv2 advanced security settings cannot be configured using the Intune portal. Also, there is currently no option for configuring a device tunnel with Intune. In these scenarios the administrator must manually create a ProfileXML file and provision it using Intune, System Center Configuration Manager (SCCM), or PowerShell.

ProfileXML

ProfileXML includes all settings that define the Always On VPN connection. The options and settings available are documented in the VPNv2 Configuration Service Provider (CSP) reference on Microsoft’s web site. ProfileXML is formatted using elements and settings within those elements. The formatting and syntax are critical to ensuring proper operation. Any error in syntax or formatting can result in an error, such as those described here.

XML Readability

Formatting is also important for readability, which is often helpful when reviewing configuration settings or troubleshooting syntax errors. For example, an element may be defined correctly but may be nested wrong. Often XML files are created with all text being left-justified, or with everything on a single line, making the content difficult to read. Using a file editor that recognizes XML files can be beneficial.

Visual Studio Code

To create, edit, and review ProfileXML it is recommended that a proper editing tool be used. I recommend using Microsoft’s Visual Studio Code. It is free, and it is especially helpful when editing XML files. Visual Studio Code can be downloaded here.

XML Tools VS Code Plug-In

To further enhance Visual Studio Code’s XML editing and formatting capabilities I recommend installing the XML Tools plug-in. This tool extends the native features of VS code for handling XML files. One important thing it adds is a formatting feature that will make your ProfileXML much easier to manage. The XML Tools plug-in for VS Code can be downloaded here.

XML Formatting

Once the XML Tools plug-in for VS code has been installed, formatting XML for readability is straightforward. Simply right-click anywhere in the document and choose Format Document.

Always On VPN ProfileXML Editing and Formatting with Visual Studio CodeOnce complete, the XML document will be formatted with proper indenting and nesting of elements, as shown here.

Always On VPN ProfileXML Editing and Formatting with Visual Studio CodeSummary

Formatting and syntax must be strictly adhered to when creating a ProfileXML file for Windows 10 Always On VPN. Using Visual Studio Code with the XML Tools plug-in allow the administrator to create and edit XML with proper formatting, which greatly improves readability and allows for streamlined configuration review and troubleshooting.

Acknowledgements

Special thanks to Colin, an avid reader of the articles on this web site for this tip. Thanks, Colin! 🙂

Additional Information

Always On VPN and DirectAccess Scripts and Sample Files on GitHub

Always On VPN IKEv2 Security Configuration

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

Always On VPN Hands-On Training Classes in 2019

Always On VPN Multisite with Azure Traffic Manager

Always On VPN Multisite with Azure Traffic ManagerEliminating single points of failure is crucial to ensuring the highest levels of availability for any remote access solution. For Windows 10 Always On VPN deployments, the Windows Server 2016 Routing and Remote Access Service (RRAS) and Network Policy Server (NPS) servers can be load balanced to provide redundancy and high availability within a single datacenter. Additional RRAS and NPS servers can be deployed in another datacenter or in Azure to provide geographic redundancy if one datacenter is unavailable, or to provide access to VPN servers based on the location of the client.

Multisite Always On VPN

Unlike DirectAccess, Windows 10 Always On VPN does not natively include support for multisite. However, enabling multisite geographic redundancy can be implemented using Azure Traffic Manager.

Azure Traffic Manager

Traffic Manager is part of Microsoft’s Azure public cloud solution. It provides Global Server Load Balancing (GSLB) functionality by resolving DNS queries for the VPN public hostname to an IP address of the most optimal VPN server.

Advantages and Disadvantages

Using Azure Traffic manager has some benefits, but it is not with some drawbacks.

Advantages – Azure Traffic Manager is easy to configure and use. It requires no proprietary hardware to procure, manage, and support.

Disadvantages – Azure Traffic Manager offers only limited health check options. Azure Traffic Manager’s HTTPS health check only accepts HTTP 200 OK responses as valid. Most TLS-based VPNs will respond with an HTTP 401 Unauthorized, which Azure Traffic Manager considers “degraded”. The only option for endpoint monitoring is a simple TCP connection to port 443, which is a less accurate indicator of endpoint availability.

Note: This scenario assumes that RRAS with Secure Socket Tunneling Protocol (SSTP) or another third-party TLS-based VPN server is in use. If IKEv2 is to be supported exclusively, it will still be necessary to publish an HTTP or HTTPS-based service for Azure Traffic Manager to monitor site availability.

Traffic Routing Methods

Azure Traffic Manager provide four different methods for routing traffic.

Priority – Select this option to provide active/passive failover. A primary VPN server is defined to which all traffic is routed. If the primary server is unavailable, traffic will be routed to another backup server.

Weighted – Select this option to provide active/active failover. Traffic is routed to all VPN servers equally, or unequally if desired. The administrator defines the percentage of traffic routed to each server.

Performance – Select this option to route traffic to the VPN server with the lowest latency. This ensures VPN clients connect to the server that responds the quickest.

Geographic – Select this option to route traffic to a VPN server based on the VPN client’s physical location.

Configure Azure Traffic Manager

Open the Azure management portal and follow the steps below to configure Azure Traffic Manager for multisite Windows 10 Always On VPN.

Create a Traffic Manager Resource

  1. Click Create a resource.
  2. Click Networking.
  3. Click Traffic Manager profile.

Create a Traffic Manager Profile

  1. Enter a unique name for the Traffic Manager profile.
  2. Select an appropriate routing method (described above).
  3. Select a subscription.
  4. Create or select a resource group.
  5. Select a resource group location.
  6. Click Create.

Always On VPN Multisite with Azure Traffic Manager

Important Note: The name of the Traffic Manager profile cannot be used by VPN clients to connect to the VPN server, since a TLS certificate cannot be obtained for the trafficmanager.net domain. Instead, create a CNAME DNS record that points to the Traffic Manager FQDN and ensure that name matches the subject or a Subject Alternative Name (SAN) entry on the VPN server’s TLS and/or IKEv2 certificates.

Endpoint Monitoring

Open the newly created Traffic Manager profile and perform the following tasks to enable endpoint monitoring.

  1. Click Configuration.
  2. Select TCP from the Protocol drop-down list.
  3. Enter 443 in the Port field.
  4. Update any additional settings, such as DNS TTL, probing interval, tolerated number of failures, and probe timeout, as required.
  5. Click Save.

Always On VPN Multisite with Azure Traffic Manager

Endpoint Configuration

Follow the steps below to add VPN endpoints to the Traffic Manager profile.

  1. Click Endpoints.
  2. Click Add.
  3. Select External Endpoint from the Type drop-down list.
  4. Enter a descriptive name for the endpoint.
  5. Enter the Fully Qualified Domain Name (FQDN) or the IP address of the first VPN server.
  6. Select a geography from the Location drop-down list.
  7. Click OK.
  8. Repeat the steps above for any additional datacenters where VPN servers are deployed.

Always On VPN Multisite with Azure Traffic Manager

Summary

Implementing multisite by placing VPN servers is multiple physical locations will ensure that VPN connections can be established successfully even when an entire datacenter is offline. In addition, active/active scenarios can be implemented, where VPN client connections can be routed to the most optimal datacenter based on a variety of parameters, including current server load or the client’s current location.

Additional Information

Windows 10 Always On VPN Hands-On Training Classes

 

Always On VPN Hands-On Training Classes Coming to Denver and New York

Windows 10 Always On VPN Hands-On Training Classes for 2018I’m pleased to announce that I will be bringing my popular three-day Windows 10 Always On VPN Hands-On Training classes to Denver and New York in May and June! Join me May 15-17, 2018 in Denver or June 5-7, 2018 in New York. These training classes will cover all aspects of designing, implement, and supporting an Always On VPN solution in the enterprise. These three-day courses will cover topics including…

  • Windows 10 Always On VPN overview
  • Introduction to CSP
  • Infrastructure requirements
  • Planning and design considerations
  • Installation, configuration, and client provisioning

Advanced topics will include…

  • Redundancy and high availability+
  • Cloud-based deployments
  • Third-party VPN infrastructure and client support
  • Multifactor authentication
  • Always On VPN migration strategies

Windows 10 Always On VPN Hands-On Training Classes for 2018

Register Today

Reservations are being accepted now! The cost for this 3-day hands-on training class is $4995.00 USD. Space is limited, so don’t wait to register! Fill out the form below to save your seat now.

Deploying NetMotion Mobility in Azure

NetMotion MobilityOne of the many advantages NetMotion Mobility offers is that it requires no proprietary hardware to deliver its advanced capabilities and performance. It is a software solution that can be installed on any physical or virtual Windows server. This provides great deployment flexibility by allowing administrators to deploy this remote access solution on their existing virtual infrastructure, which is much less costly than investing in dedicated hardware or virtual appliances.

Cloud Deployment

As customers begin moving their traditional on-premises infrastructure to the cloud, it’s good to know that NetMotion Mobility is fully supported in popular public cloud platforms such as Microsoft Azure. Installing and configuring Mobility on a server in Azure requires a few important changes to a standard Azure VM deployment however. Below is detailed guidance for installing and configuring NetMotion Mobility on a Windows Server 2016 virtual machine hosted in the Microsoft Azure public cloud.

Azure Networking Configuration

Before installing the NetMotion Mobility software, follow the steps below to configure the Azure VM with a static public IP address and enable IP forwarding on the internal network interface.

  1. In the Azure management portal, select the NetMotion Mobility virtual machine and click Networking.
  2. Click on the public-facing network interface.
  3. In the Settings section click IP configurations.
  4. In the IP configurations section click on the IP configuration for the network interface.
  5. In the Public IP address setting section click Enabled for the Public IP address.
  6. Click Configure required settings for the IP address.
  7. Click Create New.
  8. Enter a descriptive name and select Static as the assignment method.
    Deploying NetMotion Mobility in Azure
  9. Click OK
  10. Click Save.Deploying NetMotion Mobility in AzureNote: The process of saving the network interface configuration takes a few minutes. Be patient!
  11. Note the public IP address, as this will be used later during the Mobility configuration.
  12. Close the IP address configuration blade.
  13. In the IP forwarding settings section click Enabled for IP forwarding.Deploying NetMotion Mobility in Azure
  14. Click Save.

NetMotion Mobility Installation

Proceed with the installation of NetMotion Mobility. When prompted for the external address, enter the public IP address created previously.

Deploying NetMotion Mobility in Azure

Next choose the option to Use pool of virtual IP addresses. Click Add and enter the starting and ending IP addresses, subnet prefix length, and default gateway and click OK.

Deploying NetMotion Mobility in Azure

Complete the remaining NetMotion Mobility configuration as required.

Azure Routing Table

A user defined routing table must be configured to ensure that NetMotion Mobility client traffic is routed correctly in Azure. Follow the steps below to complete the configuration.

  1. In the Azure management portal click New.
  2. In the Search the Marketplace field enter route table.
  3. In the results section click Route table.
  4. Click Create.
  5. Enter a descriptive name and select a subscription, resource group, and location.
  6. Click Create.

Deploying NetMotion Mobility in Azure

Once the deployment has completed successfully, click Go to resource in the notifications list.

Deploying NetMotion Mobility in Azure

Follow the steps below to add a route to the route table.

  1. In the Settings sections click Routes.
  2. Click Add.
  3. Enter a descriptive name.
  4. In the Address prefix field enter the subnet used by mobility clients defined earlier.
  5. Select Virtual appliance as the Next hop type.
  6. Enter the IP address of the NetMotion Mobility server’s internal network interface.
  7. Click OK.Deploying NetMotion Mobility in Azure
  8. Click Subnets.
  9. Click Associate.
  10. Click Choose a virtual network and select the network where the NetMotion Mobility gateway resides.
  11. Click Choose a subnet and select the subnet where the NetMotion Mobility gateway’s internal network interface resides.
  12. Click OK.

Note: If clients connecting to the NetMotion Mobility server need to access resources on-premises via a site-to-site gateway, be sure to associate the route table with the Azure gateway subnet.

Azure Network Security Group

A network security group must be configured to allow inbound UDP port 5008 to allow external clients to reach the NetMotion Mobility gateway server. Follow the steps below to create and assign a network security group.

  1. In the Azure management portal click New.
  2. In the Search the Marketplace field enter network security group.
  3. In the results section click Network security group.
  4. Click Create.
  5. Enter a descriptive name and select a subscription, resource group, and location.
  6. Click Create.

Deploying NetMotion Mobility in Azure

Once the deployment has completed successfully, click Go to resource in the notifications list.

Deploying NetMotion Mobility in Azure

Follow the steps below to configure the network security group.

  1. In the Settings section click Inbound security rules.
  2. Click Add.
  3. Enter 5008 in the Destination port ranges field.
  4. Select UDP for the protocol.
  5. Select Allow for the action.
  6. Enter a descriptive name.
  7. Click OK.
    Deploying NetMotion Mobility in Azure
  8. Click Network Interfaces.
  9. Click Associate.
  10. Select the external network interface of the NetMotion Mobility gateway server.

Summary

After completing the steps above, install the client software and configure it to use the static public IP address created previously. Alternatively, configure a DNS record to point to the public IP address and specify the Fully Qualified Domain Name (FQDN) instead of the IP address itself.

Additional Resources

Enabling Secure Remote Administration for the NetMotion Mobility Console

NetMotion Mobility Device Tunnel Configuration

NetMotion Mobility as an Alternative to Microsoft DirectAccess

NetMotion Mobility and Microsoft DirectAccess Comparison Whitepaper

NetMotion and Microsoft DirectAccess On-Demand Webinar

Deployment Considerations for DirectAccess on Amazon Web Services (AWS)

Organizations are rapidly deploying Windows server infrastructure with public cloud providers such as Amazon Web Services (AWS) and Microsoft Azure. With traditional on-premises infrastructure now hosted in the cloud, DirectAccess is also being deployed there more commonly.

Supportability

Interestingly, Microsoft has expressly stated that DirectAccess is not formally supported on their own public cloud platform, Azure. However, there is no formal statement of non-support for DirectAccess hosted on other non-Microsoft public cloud platforms. With supportability for DirectAccess on AWS unclear, many companies are taking the approach that if it isn’t unsupported, then it must be supported. I’d suggest proceeding with caution, as Microsoft could issue formal guidance to the contrary in the future.

DirectAccess on AWS

Deploying DirectAccess on AWS is similar to deploying on premises, with a few notable exceptions, outlined below.

IP Addressing

It is recommended that an IP address be exclusively assigned to the DirectAccess server in AWS, as shown here.

Deployment Considerations for DirectAccess on Amazon Web Services (AWS)

Prerequisites Check

When first configuring DirectAccess, the administrator will encounter the following warning message.

“The server does not comply with some DirectAccess prerequisites. Resolve all issues before proceed with DirectAccess deployment.”

The warning message itself states that “One or more network adapters should be configured with a static IP address. Obtain a static address and assign it to the adapter.

Deployment Considerations for DirectAccess on Amazon Web Services (AWS)

IP addressing for virtual machines are managed entirely by AWS. This means the DirectAccess server will have a DHCP-assigned address, even when an IP address is specified in AWS. Assigning static IP addresses in the guest virtual machine itself is also not supported. However, this warning message can safely be ignored.

No Support for Load Balancing

It is not possible to create load-balanced clusters of DirectAccess servers for redundancy or scalability on AWS. This is because enabling load balancing for DirectAccess requires the IP address of the DirectAccess server be changed in the operating system, which is not supported on AWS. To eliminate single points of failure in the DirectAccess architecture or to add additional capacity, multisite must be enabled. Each additional DirectAccess server must be provisioned as an individual entry point.

Network Topology

DirectAccess servers on AWS can be provisioned with one or two network interfaces. Using two network interfaces is recommended, with the external network interface of the DirectAccess server residing in a dedicated perimeter/DMZ network. The external network interface must use either the Public or Private Windows firewall profile. DirectAccess will not work if the external interface uses the Domain profile. For the Public and Private profile to be enabled, domain controllers must not be reachable from the perimeter/DMZ network. Ensure the perimeter/DMZ network cannot access the internal network by restricting network access in EC2 using a Security Group, or on the VPC using a Network Access Control List (ACL) or custom route table settings.

External Connectivity

A public IPv4 address must be associated with the DirectAccess server in AWS. There are several ways to accomplish this. The simplest way is to assign a public IPv4 address to the virtual machine (VM). However, a public IP address can only be assigned to the VM when it is deployed initially and cannot be added later. Alternatively, an Elastic IP can be provisioned and assigned to the DirectAccess server at any time.

An ACL must also be configured for the public IP that restricts access from the Internet to only inbound TCP port 443. To provide additional protection, consider deploying an Application Delivery Controller (ADC) appliance like the Citrix NetScaler or F5 BIG-IP to enforce client certificate authentication for DirectAccess clients.

Network Location Server (NLS)

If an organization is hosting all of its Windows infrastructure in AWS and all clients will be remote, Network Location Server (NLS) availability becomes much less critical than with traditional on-premises deployments. For cloud-only deployments, hosting the NLS on the DirectAccess server is a viable option. It eliminates the need for dedicated NLS, reducing costs and administrative overhead. If multisite is configured, ensure that the NLS is not using a self-signed certificate, as this is unsupported.

Deployment Considerations for DirectAccess on Amazon Web Services (AWS)

However, for hybrid cloud deployments where on-premises DirectAccess clients share the same internal network with cloud-hosted DirectAccess servers, it is recommended that the NLS be deployed on dedicated, highly available servers following the guidance outlined here and here.

Client Provisioning

All supported DirectAccess clients will work with DirectAccess on AWS. If the domain infrastructure is hosted exclusively in AWS, provisioning clients can be performed using Offline Domain Join (ODJ). Provisioning DirectAccess clients using ODJ is only supported in Windows 8.x/10. Windows 7 clients cannot be provisioned using ODJ and must be joined to the domain using another form of remote network connectivity such as VPN.

Additional Resources

DirectAccess No Longer Supported in Microsoft Azure

Microsoft Server Software Support for Azure Virtual Machines

DirectAccess Network Location Server (NLS) Guidance

DirectAccess Network Location Server (NLS) Deployment Considerations for Large Enterprises

Provisioning DirectAccess Clients using Offline Domain Join (ODJ)

DirectAccess SSL Offload and IP-HTTPS Preauthentication with Citrix NetScaler

DirectAccess SSL Offload and IP-HTTPS Preauthentication with F5 BIG-IP

Planning and Implementing DirectAccess with Windows Server 2016 Video Training Course

Implementing DirectAccess with Windows Server 2016 Book

DirectAccess Troubleshooting and Configuration Training at TechMentor Redmond 2017

DirectAccess and Windows 10 in EducationI’m really excited to announce that I have once again been invited to speak at the upcoming TechMentor event in Redmond, WA August 7-11, 2017! This year I’ll be presenting two important deep-dive training sessions on DirectAccess. The first is a three-hour course on implementing DirectAccess using Windows Server 2016. This session will cover infrastructure prerequisites as well as tips, tricks, and best practices for implementing DirectAccess using Windows Server 2016. In addition I will also be delivering a three-hour deep dive on DirectAccess troubleshooting. In this session, I’ll share valuable insight, tools, and techniques for quickly identifying and resolving many common DirectAccess connectivity and performance issues. In addition I will also be giving a short talk on getting started with Azure site-to-site networking. If you want to take advantage of the power and flexibility that the Azure public cloud has to offer, extending your on-premises datacenter using site-to-site VPN is essential.

Register today using code TMSPK05 and save!

M01: Implementing DirectAccess with Windows Server 2016
T03: DirectAccess Troubleshooting Deep Dive
T07: Getting Started with Azure Site-to-Site Networking

TechMentor Redmond 2017

DirectAccess and Azure Multifactor Authentication

Introduction

DirectAccess and Azure Multifactor AuthenticationDirectAccess can be configured to enforce strong user authentication using smart cards or one-time passwords (OTP). This provides the highest level of assurance for remote users connecting to the internal network via DirectAccess. OTP solutions are commonly used because they require less administration and are more cost effective than typical smart card implementations. Most OTP solutions will integrate with DirectAccess as long as they support Remote Access Dial-In User Service (RADIUS).

DirectAccess and Azure Multifactor Authentication

Azure Authentication-as-a-Service

Azure Multifactor Authentication (MFA) is a popular OTP provider used to enable strong user authentication for a variety of platforms, including web sites and client-based VPN. Unfortunately, it doesn’t work with DirectAccess. This is because Azure MFA uses a challenge/response method for which DirectAccess does not support. To use OTP with DirectAccess, the user must be able to enter their PIN and OTP immediately when prompted. There is no provision to begin the authentication process and wait for a response from the OTP provider.

PointSharp ID Multifactor Authentication

An excellent alternative to Azure MFA is PointSharp ID. PointSharp is a powerful OTP platform that integrates easily with DirectAccess. It is also very flexible, allowing for more complex authentication schemes for those workloads that support it, such as Exchange and Skype for Business.

DirectAccess and Azure Multifactor AuthenticationEvaluate PointSharp

You can download a fully-functional trial version of PointSharp ID here (registration required). The PointSharp ID and DirectAccess integration guide with detailed step-by-step instructions for configuring DirectAccess and PointSharp ID can be downloaded here. Consulting services are also available to assist with integrating PointSharp ID with DirectAccess, VPN, Exchange, Skype for Business, Remote Desktop Services, or any other solution that requires strong user authentication. More information about consulting services can be found here.

Additional Information

PointSharp Multifactor Authentication
Configure DirectAccess with OTP Authentication
DirectAccess Consulting Services
Implementing DirectAccess with Windows Server 2016

DirectAccess No Longer Supported in Microsoft Azure

DirectAccess No Longer Supported on Windows Server in AzureMicrosoft has historically not supported DirectAccess running on Windows Server in the Microsoft Azure public cloud. In the past, this was due to limitations imposed by the underlying cloud infrastructure, as I documented here. When Microsoft moved from the old service manager model (classic) to the newer resource manager infrastructure, many of the issues that prevented the DirectAccess workload from being stable were resolved. There are still some fundamental limitations to deploying DirectAccess in Azure as I documented here, but for the most part it was a workable solution. In fact, Microsoft even updated their support statement for DirectAccess on Azure, quietly removing it from the unsupported roles list in July 2016.

Sadly, Microsoft has reversed their decision on the support of DirectAccess in Azure. As many of you have noticed or commented on some of my posts, Microsoft recently added clarification on support for remote access on Windows Server in Azure, explicitly indicating that DirectAccess was not included in Remote Access support.

Reference: https://support.microsoft.com/en-us/kb/2721672

You’ll be glad to know that DirectAccess is indeed supported in Amazon’s public cloud infrastructure, Amazon Web Services (AWS). I’ll be drafting some guidance for deploying DirectAccess in AWS soon. Stay tuned!

Additional Resources

Azure Resource Manager vs. Classic Deployment: Understand Deployment Models and the State of your Resources

Deploying DirectAccess in Microsoft Azure

Implementing DirectAccess in Windows Server 2016 Book

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