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

DirectAccess Training at TechMentor Conference Orlando 2016

Live! 360 Orlando 2016I am pleased to announce that I’ll be participating in the upcoming TechMentor conference in Orlando, FL in December. The TechMentor conference is part of the larger Live!360 event and offers a compelling agenda of training for IT professionals. I’ll be delivering the following sessions that are focused on providing secure remote access using Windows Server 2016.

TMT01 – Implementing DirectAccess in Windows Server 2016
TMT04 – DirectAccess Troubleshooting Deep Dive
TMT11 – Client-based VPN in Azure with Windows Server 2016

Don’t miss out on this outstanding conference. Register today and save $500.00!

Deploying DirectAccess in Microsoft Azure

Introduction

DirectAccess Now a Supported Workload in Microsoft AzureMany organizations are preparing to implement DirectAccess on Microsoft’s public cloud infrastructure. Deploying DirectAccess in Azure is fundamentally no different than implementing it on premises, with a few important exceptions (see below). This article provides essential guidance for administrators to configure this unique workload in Azure.

Important Note: There has been much confusion regarding the supportability of DirectAccess in Azure. Historically it has not been supported. Recently, it appeared briefly that Microsoft reversed their earlier decision and was in fact going to support it. However, the Microsoft Server Software Suport for Microsoft Azure Virtual Machines document has once again been revised to indicate that DirectAccess is indeed no longer formally supported on Azure. More details can be found here.

Azure Configuration

The following is guidance for configuring network interfaces, IP address assignments, public DNS, and network security groups for deploying DirectAccess in Azure.

Virtual Machine

Deploy a virtual machine in Azure with sufficient resources to meet expected demand. A minimum of two CPU cores should be provisioned. A VM with 4 cores is recommended. Premium storage on SSD is optional, as DirectAccess is not a disk intensive workload.

Network Interfaces

It is recommended that an Azure VM with a single network interface be provisioned for the DirectAccess role. This differs from on-premises deployments where two network interfaces are preferred because deploying VMs in Azure with two NICs is prohibitively difficult. At the time of this writing, Azure VMs with multiple network interfaces can only be provisioned using PowerShell, Azure CLI, or resource manager templates. In addition, Azure VMs with multiple NICs cannot belong to the same resource group as other VMs. Finally, and perhaps most importantly, not all Azure VMs support multiple NICs.

Internal IP Address

Static IP address assignment is recommended for the DirectAccess VM in Azure. By default, Azure VMs are initially provisioned using dynamic IP addresses, so this change must be made after the VM has been provisioned. To assign a static internal IP address to an Azure VM, open the Azure management portal and perform the following steps:

  1. Click Virtual machines.
  2. Select the DirectAccess server VM.
  3. Click Network Interfaces.
  4. Click on the network interface assigned to the VM.
  5. Under Settings click IP configurations.
  6. Click Ipconfig1.
  7. In the Private IP address settings section choose Static for the assignment method.
  8. Enter an IP address for the VM.
  9. Click Save.

Deploying DirectAccess in Microsoft Azure

Public IP Address

The DirectAccess VM in Azure must have a public IP address assigned to it to allow remote client connectivity. To assign a public IP address to an Azure VM, open the Azure management portal and perform the following steps:

  1. Click Virtual machines.
  2. Select the DirectAccess server VM.
  3. Click Network Interfaces.
  4. Click on the network interface assigned to the VM.
  5. Under Settings click IP configurations.
  6. Click Ipconfig1.
  7. In the Public IP address settings section click Enabled.
  8. Click Configure required settings.
  9. Click Create New and provide a descriptive name for the public IP address.
  10. Choose an address assignment method.
  11. Click Ok and Save.

Deploying DirectAccess in Microsoft Azure

Deploying DirectAccess in Microsoft Azure

Public DNS

If the static IP address assignment method was chosen for the public IP address, create an A resource record in public DNS that resolves to this address. If the dynamic IP address assignment method was chosen, create a CNAME record in public DNS that maps to the public hostname for the DirectAccess server. To assign a public hostname to the VM in Azure, open the Azure management portal and perform the following steps:

  1. Click Virtual machines.
  2. Select the DirectAccess server VM.
  3. Click Overview.
  4. Click Public IP address/DNS name label.Deploying DirectAccess in Microsoft Azure
  5. Under Settings click Configuration.
  6. Choose an assignment method (static or dynamic).
  7. Enter a DNS name label.
  8. Click Save.

Deploying DirectAccess in Microsoft Azure

Note: The subject of the SSL certificate used for the DirectAccess IP-HTTPS listener must match the name of the public DNS record (A or CNAME) entered previously. The SSL certificate does not need to match the Azure DNS name label entered here.

Network Security Group

A network security group must be configured to allow IP-HTTPS traffic inbound to the DirectAccess server on the public IP address. To make the required changes to the network security group, open the Azure management portal and perform the following steps:

  1. Click Virtual machines.
  2. Select the DirectAccess server VM.
  3. Click Network interfaces.
  4. Click on the network interface assigned to the VM.
  5. Under Settings click Network security group.
  6. Click the network security group assigned to the network interface.
  7. Click Inbound security rules.
  8. Click Add and provide a descriptive name for the new rule.
  9. Click Any for Source.
  10. From the Service drop-down list choose HTTPS.
  11. Click Allow for Action.
  12. Click Ok.

Deploying DirectAccess in Microsoft Azure

Note: It is recommended that the default-allow-rdp rule be removed if it is not needed. At a minimum, scope the rule to allow RDP only from trusted hosts and/or networks.

DirectAccess Configuration

When performing the initial configuration of DirectAccess using the Remote Access Management console, the administrator will encounter the following warning message.

“One or more network adapters should be configured with a static IP address. Obtain a static address and assign it to the adapter.”

Deploying DirectAccess in Microsoft Azure

This message can safely be ignored because Azure infrastructure handles all IP address assignment for hosted VMs.

The public name of the DirectAccess server entered in the Remote Access Management console must resolve to the public IP address assigned to the Azure VM, as described previously.

Deploying DirectAccess in Microsoft Azure

Additional Considerations

When deploying DirectAccess in Azure, the following limitations should be considered.

Load Balancing

It is not possible to enable load balancing using Windows Network Load Balancing (NLB) or an external load balancer. Enabling load balancing for DirectAccess requires changing static IP address assignments in the Windows operating system directly, which is not supported in Azure. This is because IP addresses are assigned dynamically in Azure, even when the option to use static IP address assignment is chosen in the Azure management portal. Static IP address assignment for Azure virtual machines are functionally similar to using DHCP reservations on premises.

Deploying DirectAccess in Microsoft Azure

Note: Technically speaking, the DirectAccess server in Azure could be placed behind a third-party external load balancer for the purposes of performing SSL offload or IP-HTTPS preauthentication, as outlined here and here. However, load balancing cannot be enabled in the Remote Access Management console and only a single DirectAccess server per entry point can be deployed.

Manage Out

DirectAccess manage out using native IPv6 or ISATAP is not supported in Azure. At the time of this writing, Azure does not support IPv6 addressing for Azure VMs. In addition, ISATAP does not work due to limitations imposed by the underlying Azure network infrastructure.

Summary

For organizations moving infrastructure to Microsoft’s public cloud, formal support for the DirectAccess workload in Azure is welcome news. Implementing DirectAccess in Azure is similar to on-premises with a few crucial limitations. By following the guidelines outlined in this article, administrators can configure DirectAccess in Azure to meet their secure remote access needs with a minimum of trouble.

Additional Resources

Implementing DirectAccess in Windows Server 2016
Fundamentals of Microsoft Azure 2nd Edition
Microsoft Azure Security Infrastructure
DirectAccess Multisite with Azure Traffic Manager
DirectAccess Consulting Services

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