Always On VPN and Cloud PKI for Intune Error 853

Microsoft Cloud PKI for Intune is a PKI-as-a-Service offering that allows organizations to issue and manage digital certificates without on-premises infrastructure. Certificates are excellent phishing-resistant credentials that are well-suited for applications requiring strong authentication, such as secure remote access with Always On VPN. However, administrators may encounter errors when attempting to authenticate users or devices using certificates issued by Cloud PKI for Intune.

Error 853

After publishing certificates with Cloud PKI for Intune and configuring the on-premises Always On VPN infrastructure to support this, administrators will find that the Always On VPN connection fails to connect. Attempts to manually start the connection result in the following error message.

“The remote access connection completed, but authentication failed because the certificate that authenticates the client to the server is not valid. Ensure the certificate used for authentication is valid.”

In the event log on the Windows client, you’ll find an event ID 20227 from the RasClient source that includes the following error message.

“The user <domain>\<user> dialed a connection named <VPN connection name> which has failed. The error code returned on failure is 853.”

Error 853 (ERROR_EAP_USER_CERT_INVALID) indicates the user certificate is invalid.

Certificate

Upon further investigation, the certificate shows no issues, is valid, is trusted, and has a private key.

NPS

Looking at the event log on the Network Policy Server (NPS), you’ll find a corresponding event ID 6273 from the Microsoft Windows security auditing source that includes the following error message.

“Network Policy Server denied access to a user.”

Looking at the authentication details section of this event log entry yields the following important clue.

Reason Code: 258
Reason: The revocation function was unable to check revocation for the certificate.

Failed Revocation Check

Since the NPS server indicates that it rejected the authentication request because it could not perform a revocation check, let’s bring the user authentication certificate to the NPS server and perform some tests.

Export Certificate

Open the user certificate store (certmgr.msc) on the client and expand Personal > Certificates. Right-click on the certificate in question and choose All Tasks > Export. Export the certificate only (not the private key) and copy the file to the NPS server.

Verify Certificate

Open a PowerShell or command window on the NPS server and run the following command to validate the certificate.

certutil.exe -verify -urlfetch <path to exported certificate>

For example.

certutil.exe -verify -urlfecth .\rdeckard.cer

The command generates a lot of output, but if you look at the very end of the data stream, you’ll see two interesting items.

  • Revocation check skipped – no revocation information available
  • Leaf certificate revocation check passed

Based on this information the user certificate (the leaf certificate) passed a revocation check. However, it would appear that another certificate in the chain does not include revocation information. Since there is only a root and issuing CA in the chain, and root certificates don’t include revocation information because they are the self-signed root of trust, it would appear that revocation information is missing from the issuing CA certificate.

We can confirm this by scrolling up in the previous command’s output to where the verification of the issuing CA certificate takes place. Here, you’ll see that the issuing CA certificate is missing CDP (CRL Distribution Point) information.

When NPS attempts to validate the certificate and the certificate chain, it expects to find CDP information, which it will use to check if the issuing CA certificate has been revoked. The revocation check fails without this information, and the authentication request is rejected.

Design Error?

Missing CDP information is not unusual for end-entity (leaf) certificates when they are short-lived. An example is Entra ID conditional access certificates, which do not include CDP information by design. However, I expect this information to be listed on an issuing CA certificate. Why it’s not there, I’m not sure. I’ll investigate this in more depth and report on anything I learn that’s new.

Workaround

To move forward using Cloud PKI for Intune certificates with Always On VPN, administrators must implement the following registry setting on all NPS servers handling authentication requests for Always On VPN servers.

Key = HKLM\SYSTEM\CurrentControlSet\Services\RasMan\PPP\EAP\13
Name = IgnoreNoRevocationCheck
Type = DWORD
Value = 1

To implement this change using PowerShell, open an elevated PowerShell command window and run the following command.

New-ItemProperty -Path ‘HKLM:\SYSTEM\CurrentControlSet\Services\RasMan\PPP\EAP\13\’ -Name IgnoreNoRevocationCheck -PropertyType DWORD -Value 1 -Force

Once complete, restart the NPS server for the changes to take effect.

Additional Information

Cloud PKI for Microsoft Intune

Cloud PKI for Microsoft Intune and Active Directory

Cloud PKI for Microsoft Intune and Certificate Templates

Strong Certificate Mapping for Microsoft Intune PKCS and SCEP Certificates

Troubleshooting Intune Failed PKCS Request

Cloud PKI for Microsoft Intune SCEP URL

Delete A Cloud PKI for Microsoft Intune Certificate Authority

Cloud PKI for Microsoft Intune on RunAs Radio Podcast

Mastering Certificates with Microsoft Intune Online Training

Always On VPN and Blast-RADIUS

Microsoft released an update for the Windows Server Network Policy Server (NPS) to address recently disclosed vulnerabilities in the Remote Access Dial-In User Service (RADIUS) protocol in the July 2024 security updates. RADIUS is an industry-standard authentication protocol widely used for remote access, including Always On VPN. The RADIUS protocol was first introduced in the early 1990s and, unfortunately, still relies on the deprecated MD5 cryptographic hash function. The good news is that this vulnerability does not affect Always On VPN. Read on to learn more.

Blast-RADIUS

Blast-RADIUS is an attack on the RADIUS protocol that allows an attacker to alter network authentication packets to gain access to a service relying on RADIUS for authentication by exploiting the weakness of MD5 integrity checks in RADIUS. In the absence other controls, an attacker could alter an authentication response and change the reply from Access-Reject to Access-Accept.

Considerations

It’s important to note that leveraging this attack is not trivial. It requires local network access, so the attacker must have a presence on the target network to carry out this attack. However, cloud-hosted RADIUS services are inherently more vulnerable. In addition, the attack is mostly academic today because the default timeout for authentication requests is typically short, usually between 5 and 30 seconds. This is not enough time (today) for an attacker to mount the attack. However, this attack could become more feasible if authentication timeouts are increased (sometimes required to support MFA) or if an attacker has access to vast computing resources.

Affected Protocols

Although Blast-RADIUS is a vulnerability in the RADIUS protocol itself, not all authentication protocols are affected. Specifically, this vulnerability affects services leveraging PAP, CHAP, MS-CHAP, and MS-CHAPv2. Extensible Authentication Protocol (EAP) and Protected Extensible Authentication Protocol (PEAP) are not vulnerable to this attack. Since Always On VPN requires EAP authentication, it is not susceptible to this attack.

Mitigation

Microsoft has published guidance in KB5040268 for mitigating Blast-RADIUS attacks on Windows NPS servers. Specifically, administrators are encouraged to enable the Message-Authenticator attribute in Access-Request packets sent by the network access server and to ensure the NPS server requires the Message-Authenticator attribute in any Access-Request messages it receives.

Note: The following changes are not required for Always On VPN or any other workload using EAP-TLS or Protected EAP, as these protocols use TLS natively to protect the authentication exchange.

NPS

To configure this setting in the UI, open the NPS management console (nps.msc) and perform the following steps.

  1. Expand RADIUS Clients and Servers.
  2. Highlight RADIUS Clients.
  3. Right-click the RADIUS client to configure and choose Properties.
  4. Select the Advanced tab.
  5. Check the box next to Access-Request messages must contain the Message-Authenticator attribute.

PowerShell

To configure this setting using PowerShell, open an elevated PowerShell command window and run the following command.

Set-NpsRadiusClient -Name <RADIUS client name> -AuthAttributeRequired $True

Additional NPS Settings

Administrators should also run the following commands on their NPS servers to further protect their infrastructure from Blast-RADIUS attacks.

netsh.exe nps set limitproxystate all = enable

netsh.exe nps set requiremsgauth all = enable

RRAS

When using Windows Server Routing and Remote Access (RRAS) without EAP, ensure the RADIUS server configuration always includes the Message-Authenticator. To configure this setting, open the Routing and Remote Access console (rrasmgmt.msc) on the RRAS server and perform the following steps.

  1. Right-click the VPN server and choose Properties.
  2. Select the Security tab.
  3. Click the Configure button next to the Authentication provider drop-down list.
  4. Highlight the RADIUS server and choose Edit.
  5. Check the box next to Always use message authenticator.

Repeat these steps for any additional configured RADIUS servers.

CLI

Administrators can implement this change at the command line by opening an elevated command window and entering the following command.

netsh.exe ras aaaa set authserver name = <name of RADIUS server> signature = enabled

For example:

netsh.exe ras aaaa set authserver name = nps.lab.richardhicks.net signature = enabled

New NPS Events

After installing the KB5040268 update on NPS servers, the NPS server will record event ID 4421 from the NPS source after a service start if the RequireMsgAuth or LimitProxyState settings are not configured.

“RequireMsgAuth and/or limitProxyState configuration is in Disable mode. These settings should be configured in Enable mode for security purposes.”

Optional Mitigation

If administrators cannot configure the above settings, consider using IPsec to secure network traffic at the transport layer. IPsec will protect all RADIUS traffic at the network layer to mitigate Blast-RADIUS attacks. Unfortunately, Windows Server NPS does not support TLS or DTLS, so IPsec is your only option.

Summary

Always On VPN is not vulnerable to the Blast-RADIUS attack. However, NPS is commonly a shared service in many organizations, and other workloads may use older, vulnerable protocols. Consider implementing the changes detailed in KB5040268 as outlined in above to ensure the integrity of your environment and mitigate these potential attacks.

More Information

Microsoft KB5040268: how to manage Access-Request packets attack vulnerability associated with CVE-2024-3596

RADIUS Protocol Vulnerability Exposes Networks to MitM Attacks

New Blast-RADIUS attack breaks 30-year-old protocol used in networks everywhere

Overview of Microsoft Protected Extensible Authentication Protocol (PEAP)

Always On VPN NPS Auditing and Logging

Considerations for Always On VPN with Azure VPN Gateway and Virtual WAN

Always On VPN Device Tunnel and Custom Cryptography Native Support Now in Intune

Organizations migrating on-premises applications, data, and infrastructure to the cloud may also consider terminating Always On VPN connections there. Using one of the native Azure VPN services might be compelling at first glance. After all, having an Azure-managed VPN gateway service sounds intuitive. However, some severe limitations exist for using Azure VPN services for Always On VPN deployments.

Azure VPN Gateway

The following are limitations for Always On VPN with Azure VPN gateway.

Authentication Methods

Azure VPN gateway supports both EAP and machine certificate authentication. However, it can only support one authentication method at a time. With only EAP or certificate authentication, administrators must choose between a device or user tunnel. A single Azure VPN gateway cannot support both at the same time. For native Entra ID joined devices, this is not a problem. However, for native on-premises Active Directory or hybrid Entra ID joined devices, this is a problem, as the device tunnel is essential in these scenarios.

Note: Technically speaking, administrators could deploy another Azure VPN gateway to work around this limitation. However, Azure limits VPN gateway deployments to one per virtual network. This requires administrators to deploy a second VPN gateway in a separate virtual network, which then requires virtual network peering to be enabled, complicating the configuration greatly.

SSTP

Although the Azure VPN gateway supports SSTP, it is, unfortunately, a second-class citizen. Today, all SKUs of the Azure VPN gateway are limited to just 128 SSTP connections (256 in active/active mode). There is currently no way to increase this. If more than 256 connections are required, you must use IKEv2.

RADIUS

In addition, there is currently no option to change the default timeout value (30 seconds) for RADIUS authentication requests. This short timeout value presents a challenge when using MFA with the NPS extension or with Azure Conditional Access, as users may be unable to respond to the push notification before the timeout expires, resulting in failed authentication attempts.

In addition, Azure does not support routing traffic to on-premises RADIUS servers over ExpressRoute connections. In this scenario, administrators must route RADIUS traffic to on-premises servers over a site-to-site connection.

Geographic Redundancy

Geographic redundancy using Azure Traffic Manager (or another global server load balancer) with two or more gateways is not supported when using the Azure VPN gateway. Azure manages the certificate used on the gateway, which includes a certificate with the subject name of the individual gateway. There is no option to supply a custom certificate with a global hostname in the subject, which is required to support geographic redundancy. With that, administrators are limited to the redundancy provided natively by the Azure VPN gateway.

IPv6

Azure does not support Azure VPN gateway in a virtual network that includes IPv6 addressing.

Azure Virtual WAN

Azure Virtual WAN includes many of the same limitations as the Azure VPN gateway, in addition to the following.

SSTP

Unlike the Azure VPN gateway, there is no support for SSTP in Azure Virtual WAN.

IPv6

IPv6 is not currently supported at all in Azure Virtual WAN.

Summary

Intuitively, it seems that leveraging native Azure VPN gateway services would be ideal. However, due to the limitations outlined in this article, administrators must decide carefully if any of these prevent adoption in their environment. Although not formally supported, many organizations deploy Windows Server Routing and Remote Access (RRAS) servers in Azure to address these limitations.

Additional Information

Always On VPN Options for Azure Deployments

Always On VPN with Azure Gateway

Always On VPN Device Tunnel with Azure VPN Gateway

Always On VPN and RRAS in Azure

What is Azure VPN Gateway?

What is Azure Virtual WAN?

Microsoft Intune Certificate Connector Failure

The Microsoft Intune Certificate Connector enables the provisioning and de-provisioning of on-premises PKI certificates for Intune-managed devices. Always On VPN administrators using Intune to deploy certificates with the Intune Certificate Connector using either PKCS or SCEP may encounter a scenario where certificates are no longer being provisioned to users or devices after working reliably previously.

Certificate Not Found

When this issue occurs, users will no longer be able to access the VPN and receive a “certificate could not be found that can be used with this Extensible Authentication Protocol” error message.

Connector Status

To determine the status of the Intune Certificate Connector, open the Microsoft Intune Admin Center (https://intune.microsoft.com) and navigate to Tenant Administration > Connectors and Tokens > Certificate Connectors. The status of the certificate connector server will be in Error.

Event Log

Open the event log on the server where the Intune Certificate Connector is installed. Navigate to Applications and Services Logs > Microsoft > Intune > CertificateConnectors > Operational. Here, you will find a variety of warning and error messages.

Event ID 5001

This is a warning from the CertificateConnectors source with event ID 5001 in the Task Category HealthMessageUploadFailedAttempt with the following details.

PKI Create Service:

Failed to upload health messages. Requeuing messages.

Event ID 1003

This is an error from the CertificateConnectors source with event ID 1003 in the Task Category PkcsDownloadFailure with the following details.

PKI Create Service:

Failed to download PKCS requests.

Event ID 2

This is an error from the CertificateConnectors source with event ID 2 in the Task Category Exception with the following details.

PKI Create Service:

Microsoft.Intune.Connectors.PkiCreateProcessor.Process threw an exception.

Expired Certificate

The warning and error messages recorded in the event log indicate an expired certificate on the Intune Certificate Connector server. Open the local computer certificate store (certlm.msc) on the server where the Intune Certificate Connector is installed. Review the expiration date of the certificate issued by Microsoft Intune ImportPFX Connector CA. It is most likely expired.

Click on the Certification Path tab to view the certificate status.

Renew Certificate

To renew this certificate, you must reinstall the Intune Certificate Connector. However, you do not have to uninstall it first. To renew the certificate, navigate to C:\Program Files\Microsoft Intune\PFXCertificateConnector\ConnectorUI and double-click on PFXCertificateConnectorUI.exe. Follow the prompts without making changes to the existing configuration. You’ll be prompted for the service account password (if using a domain account) and proxy credentials (if using a proxy server). In addition, you’ll be asked to sign in to Entra ID (formerly Azure AD). Be sure to provide credentials that are a global administrator and have an Intune license assigned. Once the process is complete, a new certificate will be installed in the local computer certificate store.

Intune Configuration

After updating the Intune Certificate Connector, a new certificate connector appears in the Intune Admin Center. You can now safely delete the old connector and rename the new one accordingly.

Redundancy

Deploying multiple instances of the Intune Certificate Connector is an excellent way to avoid future outages! It’s also a good idea to stagger their installation by a few months to ensure that a future certificate expiration doesn’t result in lost functionality. If you’ve deployed Intune Certificate Connectors recently, consider updating them at rotating intervals so certificates expire at different times.

Additional Information

Intune Certificate Connector Configuration Failed

Intune Certificate Connector Service Account and PKCS

Intune Certificate Connector Configuration Failure

Microsoft Intune Learning Resources for Always On VPN Administrators

Always On VPN November 2023 Security Updates

Microsoft has released its security updates for November 2023. For Always On VPN administrators, it’s a light month, with just a single CVE affecting Always On VPN infrastructure.

PEAP

CVE-2023-36028 addresses a remote code execution (RCE) vulnerability in the Microsoft Protected Extensible Authentication Protocol (PEAP). An attacker could exploit this vulnerability by sending a specially crafted PEAP packet to a Windows Network Policy Server (NPS). This attack does not require authentication or user interaction.

Affected Systems

This PEAP vulnerability affects only NPS servers configured to support PEAP authentication explicitly. PEAP authentication is a best practice configuration for Always On VPN deployments and is widely deployed. NPS servers deployed to support other services, such as Wi-Fi or router and switch access that are configured to allow PEAP authentication, are also affected.

Exposure

NPS servers are not (or should not be!) exposed directly to the public Internet. This limits the attack surface to adversaries already on the internal network.

Mitigation

Microsoft suggests disabling PEAP authentication support on NPS servers until the update is applied. However, this would break the majority of Always On VPN deployments today. Since disabling PEAP isn’t a viable option, administrators can reduce their attack surface by updating the NPS firewall rules to restrict access only to authorized VPN servers or other network devices until their systems are fully updated.

Additional Information

November 2023 Security Updates

CVE-2023-36028 PEAP Remote Code Execution Vulnerability

Always On VPN NPS and PEAP Vulnerabilities

The February 2023 security updates for Windows Server address multiple vulnerabilities that affect Microsoft Always On VPN administrators. This latest update addresses multiple critical and important vulnerabilities in the Network Policy Server (NPS), commonly used to perform RADIUS authentication for Always On VPN servers. Specifically, there are several Remote Code Execution (RCE) and Denial of Service (DoS) vulnerabilities with Protected Extensible Authentication Protocol (PEAP). PEAP with user authentication certificates is the authentication protocol of choice for Always On VPN user tunnel authentication.

Vulnerabilities

The following is a list of vulnerabilities in PEAP addressed in the February 2023 security update.

  • CVE-2023-21689 – Microsoft PEAP Remote Code Execution Vulnerability (critical)
  • CVE-2023-21690 – Microsoft PEAP Remote Code Execution Vulnerability (critical)
  • CVE-2023-21691 – Microsoft PEAP Information Disclosure vulnerability (important)
  • CVE-2023-21692 – Microsoft PEAP Remote Code Execution Vulnerability (critical)
  • CVE-2023-21695 – Microsoft PEAP Remote Code Execution Vulnerability (important)
  • CVE-2023-21701 – Microsoft PEAP Denial of Service Vulnerability (important)

Mitigation

Unauthenticated attackers can exploit the RCE vulnerabilities in PEAP on Microsoft Windows NPS servers. However, NPS servers should not be exposed directly to the Internet and would require an attacker to have access to the internal network already. However, administrators are advised to apply this update to their NPS servers as soon as possible. In addition, organizations that deploy the NPS role on enterprise domain controllers should update immediately.

Additional Information

February 2023 Update for Windows Server 2022 (KB5022842)

February 2023 Update for Windows Server 2019 (KB022840)

February 2023 Update for Windows Server 2016 (KB5022838)

Always On VPN Authentication Failed Reason Code 16

Strong authentication is essential for remote access to on-premises resources over the public Internet. Using the Protected Extensible Authentication Protocol (PEAP) in combination with user certificates issued by the organization’s internal certification authority (CA) provides high assurance for remote user authentication. It includes the added benefit of making the Always On VPN connection completely seamless for the user, as their certificate is presented to the authentication server transparently during VPN connection establishment. Using PEAP with user certificates is the recommended authentication method for Always On VPN deployments.

Reason Code 16

When configuring Always On VPN to use PEAP with client authentication certificates, administrators may encounter a scenario in which a user has a valid certificate. Yet, their authentication request is rejected by the Network Policy Server (NPS) server when attempting to connect remotely. Looking at the Security event log on the NPS server, administrators will find a corresponding event ID 6273 in the Network Policy Server task category from the Microsoft Windows security auditing event source. In the Authentication Details section, you’ll find that the reason code for the failed request is Reason Code 16, with the following reason specified.

“Authentication failed due to a user credentials mismatch. Either the user name provided does not map to an existing user account or the password was incorrect”.

Password Incorrect?

The reason code indicates the user may have entered an incorrect password. However, the user does not enter their password when using PEAP with client authentication certificates, so there’s no chance the password was entered incorrectly.

TPM

I have increasingly encountered this scenario with many customers deploying Always On VPN over the last year or so. This error is often caused by a known issue with older TPM models. Specifically, those with a TPM specification sub-version of 1.16 and earlier. You can view these TPM details by opening the Windows Settings app and entering ‘security processor’ in the search field.

Workaround

These older TPM models seem to have an issue with RSA-PSS signature algorithms, as described here. If possible, administrators should upgrade devices with older TPM versions to ensure the highest level of security and assurance for their remote users. However, in cases where that is not feasible, administrators can remove RSA-PSS signature algorithms from the registry, which forces the use of a different signature algorithm and seems to restore functionality.

To do this, open the registry editor (regedit.exe) and navigate to the following registry key.

HKLM\SYSTEM\CurrentControlSet\Control\Cryptography\
Configuration\Local\SSL\00010003\

Double-click the Functions entry and remove the following algorithms from the Value data section.

  • RSAE-PSS/SHA256
  • RSAE-PSS/SHA384
  • RSAE-PSS/SHA512

Once complete, reboot the device and test authentication once again.

Intune Proactive Remediation

Administrators using Intune Proactive Remediation will find detection and remediation scripts to make these changes published on GitHub.

Detect-RsaePss.ps1

Remediate-RsaePss.ps1

Additional Information

Windows TPM 2.0 Client Authentication in TLS 1.2 with RSA PSS

Always On VPN NPS Auditing and Logging

Always On VPN NPS RADIUS Configuration Missing

Always On VPN NPS Load Balancing

Troubleshooting Always On VPN Error 853

Troubleshooting Always On VPN Error 691 and 812 – Part 2

Using Windows Server Network Policy Server (NPS) servers is a common choice for authenticating Microsoft Windows 10 Always On VPN user tunnel connections. The NPS server is joined to the domain and configured with a Network Policy that defines the authentication scheme used by clients for authentication when establishing an Always On VPN connection. Protected Extensible Authentication Protocol (PEAP) using client authentication certificates recommended for most Always On VPN deployment scenarios.

Experiencing error 853 on Windows 11? Click here for more information.

Can’t Connect

Users establishing an Always On VPN user tunnel connection using PEAP and client authentication certificates may encounter a scenario in which a VPN connection attempt fails with the following error message.

“The remote access connection completed, but authentication failed because the certificate that authenticates the client to the server is not valid. Ensure that the certificate used for authentication is valid.”

Error 853

In addition, the Application event log records an event ID 20227 from the RasClient source that includes the following error message.

“The user <username> dialed a connection named <connection name> which has failed. The error code is 853.”

Missing NTAuth Certificate

Error code 853 is commonly caused by a missing issuing Certification Authority (CA) certificate in the NTAuth store on the NPS server. The NPS server must have the issuing CA certificate included in this store to perform authentication using client certificates. You can see the contents of the NTAuth certificate store by opening an elevated command window on the NPS server and running the following command.

certutil.exe -enterprise -viewstore NTAuth

Install Certificate

To install the issuing CA server’s certificate into the NTAuth store, copy the CA certificate to the NPS server, open an elevated command window, then run the following command.

certutil.exe -enterprise -addstore NTAuth <issuing CA certificate>

Once complete, view the store again, and you’ll see the issuing CA certificate listed in the NTAuth certificate store.

Additional Information

Always On VPN Error 853 on Windows 11

Troubleshooting Always On VPN Error Code 858

Troubleshooting Always On VPN Error Code 864

Always On VPN and Windows Server 2019 NPS Bug

Always On VPN Network Policy Server (NPS) Load Balancing

Microsoft Network Policy Server (NPS) Reason Codes

Always On VPN Continue Connecting Prompt

Using the Extensible Authentication Protocol (EAP) with client certificates is the recommended best practice for authentication for Windows 10 Always On VPN deployments. EAP, and especially Protected EAP (PEAP), has a lot of settings to configure and it is not uncommon to encounter issues related to some parameters being defined incorrectly. This post covers one of the more common issues related to EAP/PEAP misconfiguration.

Action Needed?

When establishing an Always On VPN user tunnel connection, users may find the connection does not complete automatically, and they are informed that additional action is needed.

Clicking on the VPN connection and then clicking Connect prompts the user with the following message.

“Action needed. Continue connecting? We don’t have enough info to validate the server. You can still connect if you trust this server.”

Common Causes

This message can occur when (EAP) is used and is configured to perform server validation with a restricted set of NPS servers, as shown here.

NPS Server Certificate

The NPS server performing authentication for the connection request must have a certificate that includes a subject name that matches one of the names of the NPS servers defined in the EAP configuration. The certificate must be issued by the organizations private certification authority (CA).

EAP Configuration

Alternatively, the client-side EAP configuration may be incorrect. Although the NPS server may have the correct hostname configured on its certificate, it may not be entered correctly on the client. Ensure the hostname listed in the “Connect to these servers” field matches the subject name or SAN of the NPS server certificate defined in the network policy used for the Always On VPN user tunnel. Look carefully at the syntax when defining multiple NPS servers. Multiple servers are separated by a semi-colon and there are no additional spaces. Missing either one of these critical details will result in connection prompts. Also, ensure that all NPS servers used for authentication (those defined on the VPN server) are included in this list.

Note: Administrators must ensure that all VPN clients have updated their EAP configuration before adding additional NPS servers to the environment. Failure to do so will result in connection prompts.

Security Best Practice

To be clear, the behavior above is not ideal from a security perspective. Validating the NPS server before authenticating is crucial to ensuring the highest level of security and assurance, preventing credential theft from a man-in-the-middle attack. For this reason, it is recommended that users not be given the choice to authorize an NPS server. Authorized NPS servers should be defined by administrators exclusively. This is accomplished by selecting the option “Don’t ask user to authorize new servers or trusted CAs” in the Notifications before connecting drop-down list, and by selecting the option “Don’t prompt user to authorize new servers or trusted certification authorities“.

Additional Information

Always On VPN Network Policy Server (NPS) Load Balancing

Always On VPN and Windows Server 2019 NPS Bug

Always On VPN Updates for Windows 10 2004

Always On VPN Updates for Windows 10 2004Microsoft recently made available an update for Windows 10 2004 that includes many important fixes for outstanding issues with Windows 10 Always On VPN. KB4571744 (build 19041.488) addresses many challenges faced by Always On VPN administrators today, including the following.

TPM

This update addresses an issue that prevents hash signing from working correctly using the Microsoft Platform Crypto Provider for Trusted Platform Module (TPM). This issue can occur when administrators configure Always On VPN to use Protected Extensible Authentication Protocol (PEAP) with client certificate authentication using a FortiGate security device.

Sleep/Hibernate

This update also addresses issues with Windows 10 Always On VPN failing to automatically reconnect when resuming from sleep or hibernate. I’ve written about issues with Always On VPN and sleep/hibernate in the past. This is an issue that has plagued Always On VPN since its introduction, so let’s hope this finally provides some meaningful relief from this persistent problem.

Certificate Authentication

When both the Always On VPN device tunnel and user tunnel are provisioned to a Windows 10 clients, user tunnel connections may be authenticated using the machine certificate and not EAP/PEAP. This can result in connections that are not validated as intended, and allowing a user to bypass configured NPS policies, MFA requirements, or conditional access rules. This update includes a fix for this issue, restoring proper authentication for the user tunnel when the device tunnel is also provisioned.

Device and User Tunnel Coexistence

A bug that first appeared when Windows 10 2004 was introduced prevented a device tunnel and user tunnel Always On VPN connection from being established to the same VPN server if the user tunnel used Internet Key Exchange Version 2 (IKEv2). This update restores full functionality under those conditions.

Update KB4571744

To resolve these issues with Windows 10 Always On VPN as well as others, download and install update KB4571744 today. If you are experiencing any of these issues with releases of Windows 10 prior to 2004, look for updates for those build to come later this year.

Additional Information

September 3, 2020 – KB4571744 (OS Build 19041.488) Preview

Windows 10 Always On VPN Connection Issues after Sleep or Hibernate

Windows 10 Always On VPN Bug in Windows 10 2004