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 Enabled -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

Top 5 DirectAccess Troubleshooting PowerShell Commands

Top 5 DirectAccess Troubleshooting PowerShell CommandsNative PowerShell commands in Windows 10 make DirectAccess troubleshooting much easier than older operating systems like Windows 7. For example, with one PowerShell command an administrator can quickly determine if a DirectAccess client has received the DirectAccess client settings policy. In addition, PowerShell can be used to view the status of the connection and retrieve additional information or error codes that can be helpful for determining the cause of a failed connection. Further, PowerShell can also be used to review configuration details and perform other troubleshooting and connectivity validation tasks.

Here are my top 5 PowerShell commands for troubleshooting DirectAccess on Windows 10.

1. Get-DAClientExperienceConfiguration

Ensuring that the DirectAccess Client Settings group policy has been applied to the client is one of the first steps in troubleshooting failed DirectAccess connections. While it is possible to use gpresult to do this, using the Get-DAClientExperienceConfiguration PowerShell command is much simpler. If DirectAccess client settings have been applied, the output of the command will include information such as the IPsec tunnel endpoint IPv6 addresses and the Network Connectivity Assistant (NCA) corporate resource URL. If DirectAccess client settings have not been applied, this information will be missing.

Top 5 DirectAccess Troubleshooting PowerShell Commands

Figure 1. DirectAccess Client Settings group policy successfully applied.

Top 5 DirectAccess Troubleshooting PowerShell Commands

Figure 2. DirectAccess Client Settings group policy not applied.

2. Get-NetIPHttpsState

Performance improvements first introduced in Windows 8 have made IP-HTTPS the IPv6 transition technology of choice when it comes to supporting DirectAccess client connectivity. Also, if the DirectAccess server is located behind an edge device performing Network Address Translation (NAT), IP-HTTPS is the only supported transition technology. Using the Get-NetIPHttpsState PowerShell command, the DirectAccess administrator can quickly determine if the IP-HTTPS connection was successful. If it was not, the command will return an error code and interface status that will indicate why the IP-HTTPS connection was unsuccessful.

Top 5 DirectAccess Troubleshooting PowerShell Commands

Figure 3. Get-NetIPHttpsState

3. Get-NetIPHttpsConfiguration

When troubleshooting IP-HTTPS connection failures, it is necessary to obtain additional information to continue the troubleshooting process. Using the Get-NetIPHttpsConfiguration PowerShell command, the DirectAccess administrator can obtain the public hostname for the DirectAccess server and ensure that the name resolves to the correct IP address in DNS and that it is reachable on TCP port 443.

Top 5 DirectAccess Troubleshooting PowerShell Commands

Figure 4. Get-NetIPHttpsConfiguration

4. Resolve-DnsName

Using the Resolve-DnsName PowerShell command is crucial when performing any name resolution tasks on the DirectAccess client. This is because Resolve-DnsName is aware of the Name Resolution Policy Table (NRPT) and will direct name resolution requests accordingly. Tools like nslookup are DNS server testing tools and are unaware of the NRPT. Typically they do not yield expected results when testing name resolution on a DirectAccess client.

Top 5 DirectAccess Troubleshooting PowerShell Commands

Figure 5. Name resolution results from Resolve-DnsName and nslookup.

5. Get-DnsClientNrptPolicy

Often the cause of DirectAccess client connectivity issues is a misconfigured NRPT. Using the Get-DnsClientNrptPolicy PowerShell command the DirectAccess administrator can validate that name resolution requests for host names in any internal namespaces are being sent to the DirectAccess DNS64 IPv6 address.

Top 5 DirectAccess Troubleshooting PowerShell Commands

Figure 6. Get-DnsClientNrptPolicy

Additional Resources

Top 5 DirectAccess Troubleshooting Tips

Troubleshooting Name Resolution Issues on DirectAccess Clients

Learn PowerShell in a Month of Lunches Book by Don Jones and Jeff Hicks

Implementing DirectAccess with Windows Server 2016 Book

Planning and Implementing DirectAccess with Windows Server 2016 Video Training Course

Managing and Supporting DirectAccess with Windows Server 2016 Video Training Course

 

 

DirectAccess Manage Out and System Center Configuration Manager (SCCM)

The seamless and transparent nature of DirectAccess makes it wonderfully easy to use. In most cases, it requires no user interaction at all to access internal corporate resources while away from the office. This enables users to be more productive. At the same time, it offers important connectivity benefits for IT administrators and systems management engineers as well.

Always Managed

DirectAccess Manage Out and System Center Configuration Manager (SCCM)DirectAccess clients are automatically connected to the corporate network any time they have a working Internet connection. Having consistent corporate network connectivity means they receive Active Directory group policy updates on a regular basis, just as on-premises systems do. Importantly, they check in with internal management systems such as System Center Configuration Manager (SCCM) and Windows Server Update Services (WSUS) servers, enabling them to receive updates in a timely manner. Thus, DirectAccess clients are better managed, allowing administrators to more effectively maintain the configuration state and security posture for all their managed systems, including those that are predominantly field-based. This is especially crucial considering the prevalence WannaCry, Cryptolocker, and a variety of other types of ransomware.

DirectAccess Manage Out

DirectAccess Manage Out and System Center Configuration Manager (SCCM)When manage out is configured with DirectAccess, hosts on the internal network can initiate connections outbound to remote connected DirectAccess clients. SCCM Remote Control and Remote Desktop Connection (RDC) are commonly used to remotely connect to systems for troubleshooting and support. With DirectAccess manage out enabled, these and other popular administrative tools such as VNC, Windows Remote Assistance, and PowerShell remoting can also be used to manage remote DirectAccess clients in the field. In addition, enabling manage out allows for the proactive installation of agents and other software on remote clients, such as the SCCM and System Center Operation Manager (SCOM) agents, third-party management agents, antivirus and antimalware software, and more. A user does not have to be logged on to their machine for manage out to work.

IPv6

DirectAccess manage out requires that connections initiated by machines on the internal network to remote-connected DirectAccess clients must be made using IPv6. This is because DirectAccess clients use IPv6 exclusively to connect to the DirectAccess server. To enable connectivity over the public IPv4 Internet, clients use IPv6 transition technologies (6to4, Teredo, IP-HTTPS), and IPv6 translation components on the server (DNS64 and NAT64) enable clients to communicate with internal IPv4 resources. However, DNS64 and NAT64 only translate IPv6 to IPv4 inbound. They do not work in reverse.

Native or Transition?

It is recommended that IPv6 be deployed on the internal network to enable DirectAccess manage out. This is not a trivial task, and many organizations can’t justify the deployment for just this one specific use case. As an alternative, IPv6 can be configured with an IPv6 transition technology, specifically the Intrasite Automatic Tunnel Addressing Protocol (ISATAP). ISATAP functions as an IPv6 overlay network, allowing internal hosts to obtain IPv6 addresses and routing information from an ISATAP router to support manage out for DirectAccess clients.

ISATAP

When DirectAccess is installed, the server is automatically configured as an ISATAP router. Guidance for configuring ISATAP clients can be found here. Using ISATAP can be an effective approach to enabling DirectAccess manage out for SCCM when native IPv6 is not available, but it is not without its drawbacks.

• Using the DirectAccess server for ISATAP is only supported with single server DirectAccess deployments.
• Using the DirectAccess server for ISATAP does work when using Network Load Balancing (NLB) with some additional configuration, but it is not supported.
• Using the DirectAccess server for ISATAP does not work when an external load balancer is used, or if multisite is enabled.

ISATAP with Load Balancing and Multisite

It is technically possible to enable DirectAccess manage out for SCCM using ISATAP in load-balanced and multisite DirectAccess deployments, however. It involves deploying a separate ISATAP router and some custom configuration, but once in place it works perfectly. I offer this service to my customers as part of a consulting engagement. If you’re interested in restoring DirectAccess manage out functionality to support SCCM remote control, RDC, or VNC in load-balanced or multisite DirectAccess deployments, fill out the form below and I’ll provide you with more information.

Additional Resources

ISATAP Recommendations for DirectAccess Deployments
DirectAccess Manage Out with ISATAP Fails on Windows 10 and Windows Server 2016
DirectAccess Client Firewall Rule Configuration for ISATAP Manage Out
Video: Windows 10 DirectAccess in action (includes manage out demonstration)

Top 5 DirectAccess Troubleshooting Tips

Top 5 DirectAccess Troubleshooting TipsDirectAccess is a thing of beauty when everything is working as it should. When it isn’t, troubleshooting can be quite challenging. DirectAccess relies on many Windows platform technologies such as Active Directory for authentication, PKI for certificate management, group policy for settings deployment, IPsec for encryption, and IPv6 for transport. With so many dependencies, locating the source of the problem can be a difficult and daunting task.

I’m frequently called upon to help organizations of all sizes with DirectAccess troubleshooting. While this post is not intended to be a detailed, prescriptive guide for DirectAccess troubleshooting, I did want to share some common troubleshooting tips based on many years of troubleshooting DirectAccess.

Here are my top 5 DirectAccess troubleshooting tips:

  1. Check Prerequisites – Before diving in and collecting network traces and scouring event logs for clues as to why DirectAccess isn’t working, it’s essential to start at the beginning. Often the source of trouble is missing or misconfigured prerequisites. For example, is the DirectAccess client running a supported operating system? Remember, clients must be running Windows 10 Enterprise or Education, Windows 8.x Enterprise, or Windows 7 Enterprise or Ultimate. Also, ensure that the Windows firewall is enabled on DirectAccess servers and clients, that certificates are installed and valid (trusted, correct EKU, etc.), and that the DirectAccess settings GPO has been applied to servers and clients.
  2. Validate External Connectivity – If you are following implementation and security best practices for DirectAccess, the DirectAccess server will be in a perimeter/DMZ network behind an edge firewall. The firewall must be configured to allow inbound TCP port 443 only. If the firewall is also performing Network Address Translation (NAT), the NAT rule must be configured to forward traffic to the DirectAccess server’s dedicated or virtual IP address (VIP), or the VIP of the load balancer. Watch for routing issues when using load balancers too. It’s a good idea to confirm external connectivity using the Test-NetConnection PowerShell command. Even better, use the open source tool Nmap for more thorough testing.
  3. Remove Third Party Software – I can’t tell you how many times I’ve resolved DirectAccess connectivity issues by removing (not just disabling!) third party software on the client and/or server. It’s not uncommon for third-party security software to interfere with IPsec and/or IPv6 communication, both of which are vital to DirectAccess. If your DirectAccess troubleshooting efforts reveal no underlying issues with prerequisites or external connectivity, I’d suggest removing (at least temporarily) any third-party software and testing again.
  4. Isolate Environmental Issues – Occasionally other settings applied manually or via Active Directory group policy will interfere with DirectAccess. Examples include IPv6 being disabled in the registry, IPv6 transition technologies required to support DirectAccess are turned off, essential firewall rules for DirectAccess are disabled, or manipulating local security settings such as Access this computer from the network. To assist with troubleshooting it might be necessary to temporarily place DirectAccess clients and servers in their own dedicated Organizational Units (OUs) and block inheritance to isolate the configuration as much as possible. In addition, if DirectAccess clients are servers are provisioned using images or templates, testing with a clean build straight from the installation source (ISO or DVD) can be helpful.
  5. Check for Unsupported Configurations – If DirectAccess isn’t working, it might be possible the configuration you are trying to use is not supported. Examples including strong user authentication with OTP when force tunneling is enabled, provisioning Windows 7 clients when using Kerberos Proxy authentication, or provisioning Windows 10 clients when Network Access Protection (NAP) integration is enabled. These configurations won’t work and are formally documented here.

This is by no means a comprehensive or exhaustive troubleshooting guide. For more information and additional DirectAccess troubleshooting guidance I would encourage you to purchase my book Implementing DirectAccess with Windows Server 2016, which has an entire chapter devoted just to troubleshooting. In addition, watch my DirectAccess video training courses on Pluralsight for details and information about DirectAccess installation, configuration, management, support, and troubleshooting. And if you’re still struggling to resolve a DirectAccess problem, use the form at the bottom of this page to contact me to inquire about additional troubleshooting help.

Additional Resources

Microsoft Windows DirectAccess Client Troubleshooting Tool
DirectAccess and Windows 10 Professional
DirectAccess Troubleshooting with Nmap
DirectAccess Unsupported Configurations
Planning and Implementing DirectAccess with Windows Server 2016 Video Training Course on Pluralsight
Implementing DirectAccess with Windows Server 2016 Book

Need assistance with DirectAccess troubleshooting? Complete the form below and I’ll get in touch with you.

DirectAccess Troubleshooting with Nmap

DirectAccess IP-HTTPS Discovery Script for NmapDirectAccess troubleshooting can be made much easier using open source tools such as Nmap. Nmap can be used to perform many essential network connectivity and configuration checks, including validating network paths, confirming DirectAccess server response, and viewing SSL configuration. Nmap can also be used to ensure that the attack surface of the DirectAccess server is properly minimized. Some tests can be performed using only native Nmap functionality, while others require the use of specialized Nmap scripts that are included with the tool.

Installation

Nmap can be installed on a wide variety of operating systems, including Windows. If you plan to install Nmap on Windows, be sure to also install WinPcap and the Microsoft Visual C++ 2013 Redistributable. The Visual C++ component is included with the Nmap download. WinPcap must be downloaded separately here.

Testing External Connectivity

Validating external connectivity is often one of the first DirectAccess troubleshooting steps I take. Confirm that the DirectAccess public hostname resolves to the correct IP address, then run the following Nmap command to validate network connectivity from the Internet to the DirectAccess server.

nmap -n -Pn -p443 <da_public_hostname>

DirectAccess Troubleshooting with Nmap

If the hostname resolves correctly and the network path is complete, the server should respond and Nmap will show the port as open. However, this doesn’t necessarily mean that the DirectAccess server is the device that replied! Due to misconfiguration, it is possible that another server or network device listening on TCP port 443 responded, so this is not a conclusive test.

DirectAccess Server Response

To confirm the DirectAccess server is responding to HTTPS requests and not some other server or device, run the following Nmap command with the ip-https-discover script.

nmap -n -Pn -p443 <da_public_hostname> –script ip-https-discover

If the DirectAccess server responds to the request, Nmap will return the following message:

IP-HTTPS is supported. This indicates that this host supports Microsoft DirectAccess.

DirectAccess Troubleshooting with Nmap

If the port is open but the script does not return this message, it is likely that another server or device is responding on TCP port 443, not the DirectAccess server.

Note: If an Application Delivery Controller (ADC) is configured to perform IP-HTTPS preauthentication, the Nmap IP-HTTPS discovery script will not return this result. This is expected and by design.

SSL Certificate Validation

It is not uncommon for DirectAccess clients to fail to connect via IP-HTTPS because of SSL certificate issues. Specifically, an SSL certificate that is not trusted, is expired, or its subject field does not match the public hostname will prevent DirectAccess clients from connecting. To view the SSL certificate configuration of a DirectAccess server, run the following Nmap command with the ssl-cert script.

nmap -n -Pn -p443 <da_public_hostname> –script ssl-cert

DirectAccess Troubleshooting with Nmap

SSL Cipher Suite Configuration

Occasionally there can be issues with the SSL configuration on the DirectAccess server that prevent some clients from connecting, or result in poor performance. This commonly occurs when administrators perform SSL hardening on the DirectAccess server and remove support for null cipher suites. Null cipher suites should never be disabled on the DirectAccess server. They are important to ensure the highest levels of performance for Windows 8.x and Windows 10 clients. Also, if an Application Delivery Controller (ADC) or load balancer is performing SSL offload, lack of support for null cipher suites will prevent Windows 8.x and Windows 10 clients from connecting. To determine if the DirectAccess server supports null cipher suites, run the following Nmap command with the ssl-enum-ciphers script.

nmap -n -Pn -p443 <da_public_hostname> –script ssl-enum-ciphers

DirectAccess Troubleshooting with Nmap

Attack Surface Audit

If DirectAccess implementation and security best practices are followed, the DirectAccess server will be behind an edge firewall. The only port required to be allowed inbound for DirectAccess is TCP port 443. It is recommended that a full port scan be performed against the DirectAccess server’s public IPv4 address to identify any unnecessary ports that may be open externally. To perform a full port scan, run the following Nmap command.

nmap -n -Pn -p- <da_public_hostname>

Ideally it should look like this.

DirectAccess Troubleshooting with Nmap

If it looks something like this, you’re in serious trouble!

DirectAccess Troubleshooting with Nmap

The DirectAccess server should never be listening for requests other that HTTPS on the public Internet. Exposing services such as SMB (TCP port 445), RDP (TCP port 3389), and others presents a significant security risk. It is recommended that edge firewalls be configured to allow inbound TCP port 443 only. If the DirectAccess server is connected directly to the public Internet (not recommended!) then the Windows Firewall should be configured to restrict access to inbound TCP port 443 only.

Additional Resources

DirectAccess IP-HTTPS Discovery Script for Nmap
Planning and Implementing DirectAccess with Windows Server 2016 on Pluralsight
Implementing DirectAccess with Windows Server 2016 Book
DirectAccess Troubleshooting and Consulting Services

DirectAccess IPv6 Support for WorkSite and iManage Work

DirectAccess IPv6 Support for WorkSite and iManage WorkiManage Work (formerly WorkSite) is a popular document management system commonly used in the legal, accounting, and financial services industries. Historically, there have been issues getting WorkSite to function over DirectAccess, because WorkSite used IPv4 addresses and DirectAccess clients use IPv6. When a DirectAccess client is outside of the office, it communicates with the DirectAccess server using IPv6 exclusively, so applications that make calls directly to IPv4 addresses won’t work.

One way DirectAccess administrators could make WorkSite function was to use portproxy to create v4tov6 address and port mappings on the client. However, this method is error prone, difficult to troubleshoot and support, and doesn’t scale effectively.

The good news is that beginning with release 9, the iManage Work client application has been upgraded to support IPv6. However, it is not enabled by default. To enable IPv6 support for iManage Work, add the following registry key on the client side (not the server!). No other changes are required.

HKLM\Software\Wow6432Node\Interwoven\WorkSite\Server Common\

Type: REG_SZ
String: IP Address Family
Value: IPv6

DirectAccess IPv6 Support for WorkSite and iManage Work

You can also use the following PowerShell command to add this registry entry.

New-Item -Path “HKLM:\Software\Wow6432Node\Interwoven\WorkSite\Server Common\” -Force
New-ItemProperty -Path “HKLM:\Software\Wow6432Node\Interwoven\WorkSite\Server Common\”-Name “IP Address Family” -PropertyType String -Value IPv6 -Force

After validation testing is complete, deploy the registry setting via Active Directory group policy preferences to all DirectAccess clients and iManage Work will function perfectly over DirectAccess!

Additional Resources

Active Directory Group Policy Preferences on Microsoft TechNet

iManage Web Site

Implementing DirectAccess with Windows Server 2016

Troubleshooting DirectAccess IP-HTTPS Error Code 0x800b0109

A Windows 7 or Windows 8.x/10 client may fail to establish a DirectAccess connection using the IP-HTTPS IPv6transition technology. When troubleshooting this issue, running ipconfig.exe show that the media state for the tunnel adapter iphttpsinterface is Media disconnected.

Troubleshooting DirectAccess IP-HTTPS Error 0x80090326

Running the Get-NetIPHttpsState PowerShell command on Windows 8.x/10 clients or the netsh interface httpstunnel show interface command on Windows 7 clients returns an error code of 0x800b0109 with an interface status Failed to connect to the IPHTTPS server; waiting to reconnect.

Troubleshooting DirectAccess IP-HTTPS Error 0x80090326

Error code 0x800b0109 translates to CERT_E_UNTRUSTEDROOT, indicating the client was unable to establish an IP-HTTPS connection because the certificate presented during the SSL handshake was issued by a certification authority that was not trusted. This commonly occurs when the DirectAccess server is configured with an SSL certificate issued by the internal PKI and DirectAccess clients are provisioned using offline domain join without using the /rootcacerts switch.

Troubleshooting DirectAccess IP-HTTPS Error 0x800b0109

To resolve IP-HTTPS error code 0x800b0109, obtain the root certificate for the certificate authority that issued the SSL certificate used for IP-HTTPS and import it in to the DirectAccess client’s Trusted Root Certification Authorities local computer certificate store. Once complete, restart the IP helper service to reinitiate an IP-HTTPS connection.

Additional Information

Provisioning DirectAccess Clients using Windows Offline Domain Join

Troubleshooting DirectAccess IP-HTTPS Error Code 0x90320

Troubleshooting DirectAccess IP-HTTPS Error 0x2af9

DirectAccess Expired IP-HTTPS Certificate and Error 0x800b0101

Implementing DirectAccess with Windows Server 2016

Troubleshooting DirectAccess IP-HTTPS Error 0x80090326

A Windows 7 or Windows 8.x/10 client may fail to establish a DirectAccess connection using the IP-HTTPS IPv6 transition technology. When troubleshooting this issue, running ipconfig.exe shows that the media state for the tunnel adapter iphttpsinterface is Media disconnected.

Troubleshooting DirectAccess IP-HTTPS Error 0x80090326

Running the Get-NetIPHttpsState PowerShell command on Windows 8.x/10 clients or the netsh interface httpstunnel show interface command on Windows 7 clients returns and error code of 0x80090326, with an interface status Failed to connect to the IPHTTPS server; waiting to reconnect.

Troubleshooting DirectAccess IP-HTTPS Error 0x80090326

Error code 0x80090326 translates to SEC_E_ILLEGAL_MESSAGE, indicating the client encountered a fatal error during the SSL handshake.

Troubleshooting DirectAccess IP-HTTPS Error 0x80090326

There are a number of things that can cause this to happen. The most common scenario occurs when an Application Delivery Controller (ADC) is improperly configured to perform client certificate authentication for IP-HTTPS connections. Common examples are an incorrect or missing root CA certificate, or null SSL/TLS cipher suites not enabled when supporting Windows 8.x/10 clients.

To troubleshoot DirectAccess IP-HTTPS error 0x80090326, perform a network trace on the DirectAccess client and observe the TLS handshake for clues as to which configuration error is the culprit. If the TLS handshake failure occurs immediately after the client sends a Client Hello, it is likely that the ADC does not have null cipher suites enabled.

Troubleshooting DirectAccess IP-HTTPS Error 0x80090326

If the TLS handshake failure occurs after the Server Hello, it is likely that the ADC is configured to perform client certificate authentication incorrectly, or the client does not have a valid certificate.

Troubleshooting DirectAccess IP-HTTPS Error 0x80090326

IP-HTTPS error 0x80090326 can also occur if an intermediary device is performing SSL/TLS inspection or otherwise tampering with the TLS request. It can also happen if the edge firewall and/or NAT device is forwarding IP-HTTPS connections to the wrong internal server, or if the firewall itself is responding to the HTTPS connection request. Remember, just because the server is responding on TCP port 443 doesn’t necessarily mean that it is the DirectAccess server responding!

Additional Information

Troubleshooting DirectAccess IP-HTTPS Error Code 0x90320

Troubleshooting DirectAccess IP-HTTPS Error 0x2af9

DirectAccess Troubleshooting Consulting Services

Implementing DirectAccess with Windows Server 2016

Troubleshooting DirectAccess IP-HTTPS Error Code 0x90320

A Windows 7 or Windows 8.x/10 client may fail to establish a DirectAccess connection using the IP-HTTPS IPv6 transition technology. When troubleshooting this issue, running ipconfig.exe shows that the media state for the tunnel adapter iphttpsinterface is Media disconnected.

Troubleshooting DirectAccess IP-HTTPS Error Code 0x90320

Running the Get-NetIPHttpsState PowerShell command on Windows 8.x/10 clients or the netsh interface httpstunnel show interface command on Windows 7 clients returns an error code of 0x90320, with an interface status Failed to connect to the IPHTTPS server; waiting to reconnect.

Troubleshooting DirectAccess IP-HTTPS Error Code 0x90320

Error code 0x90320 translates to SEC_I_INCOMPLETE_CREDENTIALS, indicating the client was unable to authenticate to the DirectAccess server during the TLS handshake when establishing the IP-HTTPS IPv6 transition tunnel. This occurs when the DirectAccess server or an Application Delivery Controller (ADC) is configured to perform client certificate authentication for IP-HTTPS connections. The client may fail to authenticate if it does not have a valid certificate issued by the organization’s internal certification authority (CA) or if the DirectAccess server or ADC is configured to perform IP-HTTPS client authentication incorrectly.

To resolve this issue, ensure that a valid certificate is installed on the DirectAccess client. In addition, ensure that the DirectAccess server or ADC is configured to use the correct CA when authenticating clients establishing IP-HTTPS connections.

Additional Information

DirectAccess IP-HTTPS Preauthentication 

DirectAccess IP-HTTPS Preauthentication using Citrix NetScaler

DirectAccess SSL Offload and IP-HTTPS preauthentication using Citrix NetScaler 

DirectAccess IP-HTTPS preauthentication using F5 BIG-IP 

Troubleshooting DirectAccess IP-HTTPS Error 0x2af9

When troubleshooting DirectAccess client connectivity issues, you may encounter a scenario where clients are unable to connect using the IP-HTTPS IPv6 transition technology. Running ipconfig shows that the tunnel adapter IPHTTPSInterface media state is Media disconnected.

DirectAccess IP-HTTPS Error 0x2af9

Running the Get-NetIpHttpsState PowerShell command shows that the LastErrorCode is 0x2af9 (WSAHOST_NOT_FOUND) and the InterfaceStatus is Failed to connect to the IPHTTPS server; waiting to reconnect.

DirectAccess IP-HTTPS Error 0x2af9

The 0x2af9 error differs slightly from the more common 0x274c IP-HTTPS connection time out error (WSAETIMEDOUT). In this scenario the DirectAccess client can successfully resolve the DirectAccess public hostname to an IPv4 address, and if ICMP echo requests are allowed on the DirectAccess server’s public IPv4 address it will respond to ping.

DirectAccess IP-HTTPS Error 0x2af9

The DirectAccess client is also able to establish a TCP connection to the DirectAccess server using the Test-NetConnection PowerShell command.

DirectAccess IP-HTTPS Error 0x2af9

So, why is the IP-HTTPS interface unable to establish a transition tunnel connection when the DirectAccess server’s public hostname resolves correctly via DNS and the client can establish a TCP connection on port 443? Commonly this is caused by proxy server settings configured in the web browser on the DirectAccess client computer. Disabling the proxy server in the client’s web browser should restore DirectAccess client connectivity over IP-HTTPS.

DirectAccess IP-HTTPS Error 0x2af9

If clearing the proxy server settings in the client machine’s web browser still does not restore IP-HTTPS connectivity, it may be that a proxy server is also configured for winhttp. You can confirm this by opening an elevated PowerShell command window and running the netsh winhttp show proxy command.

DirectAccess IP-HTTPS Error 0x2af9

To clear the winhttp proxy server settings run the netsh winhttp reset proxy command.

DirectAccess IP-HTTPS Error 0x2af9

Additional Resources

DirectAccess Expired IP-HTTPS Certificate and Error 0x800b0101

DirectAccess IP-HTTPS Preauthentication

DirectAccess SSL Offload and IP-HTTPS Preauthentication with Citrix NetScaler

DirectAccess SSL Offload using F5 BIG-IP

DirectAccess IP-HTTPS Preauthentication with F5 BIG-IP

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