Certificate Connector for Microsoft Intune Agent Certificate Renewal Failure

The Certificate Connector for Microsoft Intune is a vital component that allows administrators to issue and manage enterprise PKI certificates to endpoints managed by Microsoft Intune. The connector is installed on a Windows server with access to the on-premises Certificate Authority (CA). It is registered with Intune and can be used by any PKCS or SCEP device configuration profiles defined by Intune administrators.

Agent Certificate

When you install the Certificate Connector for Intune, a certificate issued by the Microsoft Intune ImportPFX Connector CA is automatically enrolled into the local computer certificate store of the server where the connector is installed. This certificate authenticates the connector to Intune and is valid for one year from the date of issuance. This certificate is automatically renewed in most cases. However, some configurations prevent this from happening.

Failed To Renew

Administrators may find event log errors with event ID 2 from the CertificateConnectors source in the Microsoft-Intune-CertificateConnectors operational event log with the following information.

Pki Create Service:

Failed to renew agent certificate

System.Security.Cryptography.CryptographicException: Access is denied.

Root Cause

Agent certificate renewal fails when the Certificate Connector for Intune is running under a service account that is not a member of the local administrators security group. You will not encounter this error if the connector services are running in the SYSTEM context, however.

Resolution

There are a few different ways to resolve this issue. Here are some options to consider.

Grant Admin Rights

Adding the service account under which the connector service runs will allow the agent certificate to renew automatically. However, this may not be desirable from a security perspective. To address this, administrators may temporarily grant local administrative access to renew the agent certificate, then revoke this permission once the certificate has been successfully renewed. However, this is a manual process that doesn’t scale well and requires annual administrative intervention.

Reinstall

Uninstalling and reinstalling the Certificate Connector for Intune will force a new certificate enrollment during the registration process. You can delete the old certificate after completing the installation.

Switch to SYSTEM

Changing from a service account to SYSTEM will also resolve this issue. However, it is not recommended to make these changes directly on the services themselves. Instead, administrators should remove and reinstall the Certificate Connector for Intune, selecting the SYSTEM option rather than the service account method.

Note: Using the SYSTEM account for the Certificate Connector for Intune should be avoided when using PKCS. Details here.

Summary

The Certificate Connector for Intune agent certificate renewal fails when the service is configured to run as a service account without local administrative rights. The best way to resolve this is to add the service account to the local administrators group on the server where the connector is installed. However, this isn’t always ideal. Although running the connector in the SYSTEM context is acceptable when using SCEP, it should be avoided when using PKCS. Administrators will have to accept the risk of the service account having local administrative rights or accept that they’ll have to reinstall the connector annually.

Additional Information

Certificate Connector for Intune Service Account and PKCS

Strong Certificate Mapping for Intune PKCS and SCEP Certificates

Intune Strong Certificate Mapping Error

Intune PKCS and SCEP Certificate Validity Period

Certificate Connector for Intune Failure

Certificate Connector for Intune Configuration Failed

Troubleshooting Intune Failed PKCS Request

Strong Certificate Mapping for Intune PKCS and SCEP Certificates

Always On VPN LockDown Mode

With the October 2024 Intune update, Microsoft introduced support for strong certificate mapping for certificates issued by Intune via the Intune Certificate Connector. Enabling strong certificate mapping support in Intune is an important change for those organizations using Microsoft Intune to issue and manage certificates for their users and devices, as it resolves a critical implementation blocker.

Note: This post was updated to clarify that adding the {{OnPremisesSecurityIdentifier}} for PKCS certificates is not required. This variable is only used for SCEP certificates.

Background

In May 2022, Microsoft released security update KB5014754, which added functionality to domain controllers and enterprise issuing certification authority (CA) servers, allowing the Kerberos Key Distribution Center (KDC) to enforce strong certificate mapping. Specifically, with KB5014754 installed, issuing CAs now add the requesting principal’s Security Identifier (SID) to the certificate in a new certificate extension. Domain controllers can be configured to reject authentication requests using certificates that do not include this information.

Today, DCs with KB5014754 installed will still allow authentication without strong certificate mapping. However, Microsoft has stated they will begin enforcing strong certificate mapping in February 2025, with an option to disable it via the registry. Starting in September 2025, full enforcement will be mandatory.

Reference: https://support.microsoft.com/en-us/topic/kb5014754-certificate-based-authentication-changes-on-windows-domain-controllers-ad2c23b0-15d8-4340-a468-4d4f3b188f16

Limitation

The initial changes in KB5014754 applied only to online certificate templates, meaning those that build the subject name from Active Directory. However, deploying certificates with Intune using either PKCS or SCEP requires using an offline certificate template that allows the requestor to supply the subject name in the request. When using offline templates, a certificate is issued but does not embed the SID in the certificate. Using offline templates presents unique challenges to organizations moving to modern management with Intune and Entra ID.

Intune Changes

The October 2024 Intune update addresses this limitation by providing a method to include SID information in certificates using either SCEP or PKCS.

SCEP

To include the SID information in SCEP certificates, create or edit an existing SCEP device configuration policy and define a URI Subject Alternative Name (SAN) attribute with the value {{OnPremisesSecurityIdentifier}} as shown here.

PKCS

To include SID information in PKCS certificates, administrators must ensure the Intune Certificate Connector is updated to at least version 6.2406.0.1001. In addition, a registry setting must be enabled on the Intune Certificate Connector server.

On the server where the Intune Certificate Connector is installed, open the registry editor, navigate to HKLM\Software\Microsoft\MicrosoftIntune\PFXCertificateConnector, and change the value of EnableSidSecurityExtension to 1.

Optionally, administrators can update this setting at the command line by running the following PowerShell command.

Set-ItemProperty -Path ‘HKLM:\SOFTWARE\Microsoft\MicrosoftIntune\PFXCertificateConnector’ -Name EnableSidSecurityExtension -Value 1 -Force

Once complete, restart the Intune Certificate Connector server for the changes to take effect.

Certificates

SID information is added to certificates differently depending on which Intune device configuration policy type is used.

PCKS

PKCS certificates have the SID embedded in the certificate extension 1.3.6.1.4.1.311.25.2, as shown here.

SCEP

SCEP certificates have the SID embedded in the Subject Alternative Name (SAN) field in the format “tag:microsoft.com,2022-09-14:sid:<SID>” as shown here.

Migration

When making these changes to embed the SID in Intune-issued certificates in an existing Intune PKCS or SCEP configuration policy, the change will only affect certificates issued after the change is made. To update all certificate holders, you must create and deploy a new device configuration policy to targeted users or devices. Deleting the old profile (or ensuring it no longer applies) will remove the old certificate from the endpoint. If you’ve configured your Intune Certificate Connector to support revocation, the old certificate will also be revoked.

Entra Conditional Access

Entra Conditional Access certificates have included SID information since July 2023. More details here.

Intune Cloud PKI

The changes above will also work with certificates issued by Cloud PKI for Intune.

Other Cloud PKI Providers

Many other Cloud PKI providers, such as SCEPman and KEYTOS, already include the embedded SID in their certificates. Other cloud PKI providers may also include embedded SID. Consult your provider to confirm.

Additional Information

Microsoft Intune October 2024 Strong Certificate Mapping Update

Microsoft Intune Certificate Connector Strong Certificate Mapping Update for PKCS

Entra ID Conditional Access Certificates with SID Information Now Available

Implementing Strong Certificate Mapping in Microsoft Intune PKCS and SCEP Certificates

Certificate-Based Authentication Changes and Always On VPN

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