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

Mastering Certificates with Microsoft Intune August 2025

I’m excited to announce that I will be delivering another edition of the Mastering Certificates with Microsoft Intune course, hosted by ViaMonstra Online Academy. This is a three-day live online training course that takes place August 26-28, 2025. This course dives deep into issuing and managing certificates using Microsoft Intune, covering both on-premises and cloud-based solutions.

Course Overview

This interactive training equips IT professionals with the skills to provision and manage enterprise PKI certificates using Microsoft Intune. It explores Active Directory Certificate Services (AD CS), Microsoft Cloud PKI for Intune, and non-Microsoft solutions, with live demonstrations featuring real-world scenarios.

Key Learning Objectives

Those taking the online training course will learn the following.

  • Certificate Basics: Understand certificate roles and enterprise use cases.
  • Deployment Options: Master Intune certificate deployment (Intune policies, revocation, security) and Microsoft Cloud PKI (licensing, benefits, limitations, BYOCA).
  • Intune Deployment: Learn PKCS and SCEP deployment, security best practices, and troubleshooting.
  • High Availability: Explore strategies for reliable certificate management.

Course Highlights

Here are some key highlights for attendees of the training.

  • Expert-Led: Learn from a veteran IT professional, a Microsoft MVP, with deep PKI and Intune expertise.
  • Interactive Demonstrations: The course includes numerous practical exercises in real-world scenarios.
  • Resources: Access to security best practices and sample scripts for automated configuration.
  • Community: Join a private Facebook group for peer collaboration.
  • Live Q&A: Engage directly with the instructor for a clearer understanding.

Who Should Attend?

This training event is ideal for IT administrators, security professionals, and systems engineers working with Intune, AD CS, or Microsoft Cloud PKI for Intune.

Prerequisites

Those attending the online training course should be familiar with the following.

  • Basic networking knowledge (TCP/IP, DNS).
  • Familiarity with Active Directory, Windows OS, and Intune.
  • Access to an AD CS setup and an Azure subscription with Intune Suite licenses.

Why It Matters

Certificates are vital for secure authentication and communication. This course bridges theory and practice, equipping you to deploy and manage digital certificates effectively in cloud-native environments.

Details

Here is some additional information about the training event.

  • When: August 26-28, 2025 (sessions begin at 9:00 AM CDT).
  • Where: Live online via ViaMonstra Online Academy.
  • Cost: $2,395.00 (Sold separately – not included in All-Access Pass).

Why ViaMonstra?

ViaMonstra delivers top-tier IT training from Microsoft MVPs, focusing on practical, up-to-date skills and fostering a collaborative community.

Take the Next Step

Ready to master certificate management with Microsoft Intune? Register at ViaMonstra Online Academy for the August 2025 Mastering Certificates with Microsoft Intune training course today!

Always On VPN Authentication Failure After February 2025 Security Update

Microsoft introduced changes to Windows domain controllers in the February 2025 security update that may result in authentication failures for Always On VPN user tunnel connections. If you suddenly find that all your Always On VPN user tunnel connections fail, additional changes may be required to resolve the issue.

Authentication Failure

Administrators may find that Always On VPN connections fail after applying the February 2025 Microsoft security updates. Specifically, users may receive the following warning 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

Administrators will also find a corresponding event log entry with event ID 20227 from the RasClient source with the following error message.

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

NPS Events

The event log on the NPS server will also record event ID 6273 from the Microsoft Windows security auditing source with the following error message.

“Network Policy Server denied access to a user.”

The authentication details of the event include Reason Code 16 with the following reason.

“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.”

DC Events

If the issue is related to changes implemented to domain controllers in the February 2025 security update, administrators will also find a corresponding event log entry on a domain controller with event ID 39 from the Kerberos-Key-Distribution-Center source with the following error message.

“The Key Distribution Center (KDC) encountered a user certificate that was valid but could not be mapped to a user in a secure way (such as via explicit mapping, key trust mapping, or a SID). Such certificates should either be replaced or mapped directly to the user via explicit mapping.”

Root Cause

The above conditions indicate that a user attempted to authenticate to the VPN with a certificate that was not strongly mapped. Most likely, the certificate was issued using Microsoft Intune with SCEP or PKCS. This results from changes made to domain controllers in the February 2025 security update that requires certificates used for Active Directory authentication to be strongly mapped. Until now, domain controllers allowed access and only logged an event in the event log when a certificate did not include strong certificate mapping. The February 2025 security update now enforces strong certificate mapping, and authentication requests will fail without it.

Resolution

Administrators must issue new certificates that are strongly mapped to resolve this issue. For certificates issued with PKCS, changes are required on the Intune Certificate Connector server before re-issuing. For certificates issued with SCEP, changes to the device configuration policy are required. See the post Strong Certificate Mapping for Intune PKCS and SCEP Certificates for more details.

Workaround

Re-issuing certificates takes time. To restore connectivity immediately, administrators can implement the following registry settings on all domain controllers to switch back to audit mode and allow authentication without strong certificate mapping.

Key: HKLM:\SYSTEM\CurrentControlSet\Services\Kdc
Name: StrongCertificateBindingEnforcement
Type: DWORD
Value: 1

I recommend deploying this setting via GPO assigned to the Domain Controllers OU. However, you can also implement this change using PowerShell if necessary.

New-ItemProperty -Path ‘HKLM:\SYSTEM\CurrentControlSet\Services\Kdc’ -Name ‘StrongCertificateBindingEnforcement’ -PropertyType DWORD -Value 1 -Force

Additional Information

Strong Certificate Mapping for Intune PKCS and SCEP Certificates

Strong Certificate Mapping Enforcement February 2025

Certificate-Based Authentication Changes and Always On VPN

Intune Strong Certificate Mapping Error

Strong Certificate Mapping Error with PKCS