SSL Certificate Considerations for DirectAccess IP-HTTPS

SSL Certificate Considerations for DirectAccess IP-HTTPSDirectAccess uses IPv6 exclusively for communication between the client and server. IPv6 transition technologies are used to support DirectAccess communication over the IPv4 public Internet. One of those IPv6 transition technologies, IP-HTTPS, uses HTTP for encapsulation and SSL/TLS for authentication of the DirectAccess server.

SSL Certificates

When configuring DirectAccess, an SSL certificate must be provided for IP-HTTPS. There are three different types of SSL certificates that can be used.

Public SSL Certificate – Using an SSL certificate signed by a public certification authority (CA) is the recommended best practice for configuring DirectAccess IP-HTTPS. This provides the highest level of assurance for DirectAccess clients connecting via IP-HTTPS.

Private SSL Certificate – Using an SSL certificate issued by the organization’s internal CA is an acceptable alternative to using a public SSL certificate in most cases. This can reduce the cost associated with obtaining the certificate, especially for multisite deployments.

Self-Signed Certificate – Using a self-signed certificate is not recommended and should be avoided in most deployment scenarios. A self-signed certificate provides no real assurance for DirectAccess clients. Crucially, using a self-signed certificate will disable support for null SSL and TLS cipher suites. This reduces the overall scalability and performance of the remote access solution.

SSL Certificate Considerations for DirectAccess IP-HTTPS

Figure 1. Null cipher suites not supported when using a self-signed SSL certificate for IP-HTTPS.

Certificate Requirements

The SSL certificate must include the Server Authentication (1.3.6.1.5.5.7.3.1) Enhanced Key Usage (EKU) Object Identifier (OID). It should use an RSA key of 2048 bits and be signed with SHA256. Using stronger keys provides no additional protection and should not be used. In addition, SSL certificates using ECDSA keys is not recommended, as they do not support null cipher suites.

Summary

In most cases, using a public SSL certificate is ideal. However, issuing a certificate from a private CA is also acceptable. Using self-signed certificates can be used for non-production testing and in very small production deployments, but should generally be avoided.

Additional Resources

DirectAccess IP-HTTPS SSL and TLS Insecure Cipher Suites

DirectAccess and Multi-SAN SSL Certificates for IP-HTTPS

DirectAccess Force Tunneling and Proxy Server Configuration

By default, DirectAccess is configured to use split tunneling. In this scenario, a remote DirectAccess client is connected to the internal corporate network and the public Internet at the same time. Some security administrators perceive split tunneling as a security risk, and the use of split tunneling may be prohibited by corporate security policy. In addition, enforcing web browsing policies on remote DirectAccess clients might be desired to reduce the risk of exposure from browsing unapproved web sites. In either case, force tunneling can be configured to meet these requirements.

When force tunneling is enabled, DirectAccess administrators can also define an on-premises proxy server for DirectAccess clients to use. The following is guidance for enabling force tunneling and configuring DirectAccess clients to use a proxy server to access the Internet.

Enabling Force Tunneling

To enable force tunneling, open the Remote Access Management console and perform the following steps.

  1. Expand Configuration and select DirectAccess and VPN.
  2. Click Edit on Step 1 Remote Clients.
  3. Click Select Groups in the navigation tree.
  4. Select the option to Use force tunneling.

DirectAccess Force Tunneling and Proxy Server ConfigurationFigure 1. Enable DirectAccess force tunneling in the Remote Access Management console.

Alternatively, force tunneling can quickly be enabled by opening an elevated PowerShell command window and running the following command.

Set-DAClient -ForceTunnel Enabled -PassThru

DirectAccess Force Tunneling and Proxy Server ConfigurationFigure 2. Enable DirectAccess force tunneling using PowerShell.

Configure a Proxy Server

Once force tunneling has been enabled, run the following PowerShell script to configure an on-premises proxy server for DirectAccess clients to use. Be sure to substitute the fully-qualified domain name (FQDN) and port for your proxy server in the $proxy variable below.

$gpo = (Get-RemoteAccess).ClientGpoName
$gpo = $gpo.Split(‘\’)[1]

$proxy = “proxy.corp.example.net:8080”

$rule = (Get-DnsClientNrptRule -GpoName $gpo | Where-Object Namespace -eq “.” | Select-Object -ExpandProperty “Name”)

Set-DnsClientNrptRule -DAEnable $true -DAProxyServerName $proxy -DAProxyType “UseProxyName” -Name $rule -GpoName $gpo

If multisite is enabled and Windows 7 clients are supported, run the following PowerShell script on one DirectAccess server in each entry point.

$downlevelgpo = (Get-RemoteAccess).DownlevelGpoName
$downlevelgpo = $downlevelgpo.Split(‘\’)[1]

$proxy = “proxy.corp.example.net:8080”

$downlevelrule = (Get-DnsClientNrptRule -GpoName $downlevelgpo | Where-Object Namespace -eq “.” | Select-Object -ExpandProperty “Name”)

Set-DnsClientNrptRule -DAEnable $true -DAProxyServerName $proxy -DAProxyType “UseProxyName” -Name $downlevelrule -GpoName $downlevelgpo

Remove Proxy Server

Run the following PowerShell script to remove the proxy server, if necessary.

$gpo = (Get-RemoteAccess).ClientGpoName
$gpo = $gpo.Split(‘\’)[1]

Set-DnsClientNrptRule -DAEnable $true -DAProxyType “UseDefault” -Name $rule -GpoName $gpo

$downlevelgpo = (Get-RemoteAccess).DownlevelGpoName
$downlevelgpo = $downlevelgpo.Split(‘\’)[1]

Set-DnsClientNrptRule -DAEnable $true -DAProxyType “UseDefault” -Name $downlevelrule -GpoName $downlevelgpo

Disable Force Tunneling

To disable force tunneling completely, run the following PowerShell command.

Set-DAClient -ForceTunnel Disabled -PassThru

Force Tunneling Caveats

When force tunneling is enabled, the user experience is typically poor when accessing the Internet. Web browsing performance is significantly reduced because of the added protocol overhead imposed by DirectAccess IPv6 transition technologies and IPsec encryption. This problem is further compounded when users access resources that are already encrypted, such as secure web sites. Increased packet fragmentation, along with the additional network latency caused by suboptimal network paths and increased network load on the server and Internet connection all contribute to degraded network performance for DirectAccess clients.

Force Tunneling Alternatives

Instead of enabling force tunneling, consider alternative solutions to address the security concerns associated with split tunneling. For example, implement technologies that enforce web browsing policies on the client. Many secure web gateways and next-generation firewalls (NGFW) have remote filtering capabilities that allow administrators to enforce web browsing policies on remote client machines. In addition, there are some excellent cloud-based solutions such as Zscaler and OpenDNS that can protect DirectAccess clients without the drawbacks associated with force tunneling.

Additional Information

Planning and Implementing DirectAccess with Windows Server 2016 video training course on Pluralsight
Managing and Supporting DirectAccess with Windows Server 2016 video training course on Pluralsight
Implementing DirectAccess with Windows Server 2016 Book

Always On VPN and the Future of Microsoft DirectAccess

Windows 10 Always On VPN hands-on training classes now forming. Details here.

Since the introduction of Windows Server 2012 in September of 2012, no new features or functionality have been added to DirectAccess. In Windows Server 2016, the only real change aside from bug fixes for DirectAccess is the removal of Network Access Protection (NAP) integration support.

Always On VPN and the Future of Microsoft DirectAccessFigure 1. Remote Access Setup wizard with NAP integration option in Windows Server 2012/R2.

Always On VPN and the Future of Microsoft DirectAccess

Figure 2. Remote Access Setup wizard without NAP integration option in Windows Server 2016.

DirectAccess Roadmap

It’s clear to see that Microsoft is no longer investing in DirectAccess, and in fact their field sales teams have been communicating this to customers for quite some time now. Microsoft has been actively encouraging organizations who are considering a DirectAccess solution to instead implement client-based VPN with Windows 10.

Always On VPN

New features introduced in the Windows 10 Anniversary Update allow IT administrators to configure automatic VPN connection profiles. This Always On VPN connection provides a DirectAccess-like experience using traditional remote access VPN protocols such as IKEv2, SSTP, and L2TP/IPsec. It comes with some additional benefits as well.

  • Conditional access and device compliance with system health checks
  • Windows Hello for Business and Azure multifactor authentication
  • Windows Information Protection (WIP) integration
  • Traffic filters to restrict VPN network access
  • Application-trigger VPN connections

DirectAccess Deprecated?

There has been rampant speculation that Microsoft plans to deprecate and retire DirectAccess. While that may in fact be true, Microsoft has yet to make a formal end-of-life announcement. There’s no reason DirectAccess and VPN couldn’t co-exist, so it’s not a certainty Microsoft will do this. However, there’s also no need to have multiple remote access solutions, and it is abundantly clear that the future for Microsoft remote access is Always On VPN and not DirectAccess.

Always On VPN and the Future of Microsoft DirectAccess

Source: https://social.technet.microsoft.com/wiki/contents/articles/38546.new-features-for-vpn-in-windows-10-and-windows-server-2016.aspx#Advanced_VPN_Connectivity

Always On VPN Advantages and Disadvantages

Windows 10 Always On VPN has some important advantages over DirectAccess. It has some crucial limitations as well.

Advantages

  • Always On VPN supports non-Enterprise Windows 10 client SKUs (Windows 10 Home and Professional)
  • Always On VPN includes support for granular network access control
  • Always On VPN can use both IPv4 and IPv6
  • Always On VPN is infrastructure independent. In addition to supporting Windows RRAS, any third-party network device can be used such as Cisco, Checkpoint, Juniper, Palo Alto, SonicWALL, Fortinet, and many more

Disadvantages

  • Always On VPN works only with Windows 10. It is not supported for Windows 7
  • Always On VPN cannot be managed natively using Active Directory and group policy. It must be configured and managed using Microsoft Intune. Alternatively, Microsoft System Center Configuration Manager (SCCM) or PowerShell can be used.

DirectAccess or Always On VPN?

Should you deploy DirectAccess today or implement Always On VPN with Windows 10 instead? That depends on a number of factors. It’s important to understand that DirectAccess will be fully supported through the lifecycle of Windows Server 2019. If DirectAccess meets your needs today, you can deploy it with confidence that it will still have a long support life. If you have reservations about the future viability of DirectAccess, and if you meet all of the requirements to support Always On VPN with Windows 10, then perhaps that’s a better choice. If you’d like to discuss your remote access options in more detail, fill out the form below and I’ll get in touch with you.

Additional Resources

5 Things DirectAccess Administrators Should Know About Always On VPN

3 Important Advantages of Always On VPN over DirectAccess

NetMotion Mobility as an Alternative to DirectAccess

Windows 10 Always On VPN Hands-On Training Classes

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