Troubleshooting Intune Failed PKCS Request

Always On VPN administrators deploying on-premises enterprise PKI certificates using Microsoft Intune with PKCS may encounter a scenario where a certificate fails to be issued to a user or device. In this post, I’ll share some things to investigate when troubleshooting this issue.

Event 1001

To begin, open the Event Log and navigate to Applications and Services > Microsoft > Intune > CertificateConnectors > Admin. You will likely find an event ID 1001 from the CertificateConnectors source with the following error message.

Failed to process PKCS request.

Prerequisites

Validate the following prerequisites have been met on the issuing Certification Authority (CA) server.

Certificate Template

Ensure the certificate template used for PKCS has the correct permissions and is published on an issuing CA server. Open the Certificate Templates management console (certtmpl.msc), right-click the certificate template, choose Properties, and then click on the Security tab. The certificate template must grant the Intune Certificate connector server’s computer account (or the PKCS connector’s service account if running as a service and not SYSTEM) the Read and Enroll permissions on the template.

CA Permissions

In addition to the permissions on the certificate template, ensure the correct permissions have been configured on the issuing CA itself. Right-click on the CA in the Certification Authority management console (certsrv.msc) and choose Security. Ensure the Intune Certificate connector server’s computer account (or the PKCS connector’s service account, if running as a service and not SYSTEM) is granted The Issue and Manage Certificates and Request Certificates permissions.

Intune Policy

Ensure the Intune device configuration policy is configured correctly. These three fields are critical and can result in failed PKCS certificate deployment if misconfigured.

Certification Authority

Enter the fully qualified domain name (FQDN) of the on-premises issuing CA server in this field.

Certification Authority Name

Enter the common name of the issuing CA in this field. You will find this information by running the following command on any domain-joined Windows system.

certutil.exe -dump

Certificate Template Name

Enter the name of the certificate template in Active Directory. Be aware that the template name and template display name are two different things. The template name is usually the template display name without spaces. However, that’s not a guarantee. On the General tab of the certificate template, look at the template name field on the certificate template to confirm.

Summary

This article is not a comprehensive troubleshooting guide for problems associated with failed PKCS certificate deployment using the Microsoft Intune Certificate connector and PKCS. However, it covers some of the more common problems administrators will likely encounter. If you cannot provision PKCS certificates correctly, drop me a note and I’ll provide further guidance.

Additional Information

Troubleshooting Failed Intune Certificate Connector Configuration – Part 1

Troubleshooting Failed Intune Certificate Connector Configuration – Part 2

Intune Certificate Connector Service Account and PKCS

Microsoft Intune Cloud PKI

Microsoft Intune Cloud PKI and Certificate Templates

Microsoft Intune Cloud PKI and Active Directory

Microsoft Intune Cloud PKI and Active Directory

Recently, Microsoft introduced a new PKI-as-a-Service offering called Cloud PKI. This cloud-based PKI can issue and manage certificates to Intune-managed endpoints. Administrators can now deploy user and device authentication certificates using Intune Cloud PKI without deploying Active Directory Certificate Services (AD CS) on-premises. Numerous blog posts and YouTube videos show how to configure and deploy Intune Cloud PKI, so I won’t reinvent the wheel with a complete configuration guide here. This article will focus instead on integrating Microsoft Intune Cloud PKI with on-premises Active Directory (AD).

Note: Administrators must deploy certificates to all enterprise domain controllers and RADIUS servers to support certificate-based authentication with AD. However, Cloud PKI for Intune can only issue certificates to Intune-managed endpoints today. It cannot issue certificates to servers. Administrators must use another CA (AD CS or another Cloud PKI solution) to issue and manage domain controller and RADIUS server certificates on-premises to support this scenario.

AD Integration

While Intune Cloud PKI eliminates the need for on-premises AD CS infrastructure, there will be times when Cloud PKI-issued certificates will be used to authenticate to on-premises AD, either through a RADIUS server such as Windows Network Policy Server (NPS), which is common for VPN and Wi-Fi deployments, or other methods. Additional configuration is required to support this scenario.

Publish Root/Issuing CA Certificates

The Intune Cloud PKI root and issuing CA certificates must be published in AD to support on-premises AD authentication using Intune Cloud PKI-issued certificates. Follow the steps below to complete this task.

Note: Arguably, you could skip publishing the Intune Cloud PKI root and issuing CA certificates in on-premises AD because Cloud-PKI certificates can only be issued to Intune-managed endpoints, in which case you are likely already deploying the Cloud PKI root and issuing CA certificates using Intune. I’m including these steps for completeness. However, publishing the Intune Cloud PKI issuing CA certificate in the NtAuthCA certificate store in AD is required to support on-premises AD authentication using Intune Cloud PKI-issued certificates, so that step is mandatory.

RootCA Store

On a domain-joined computer on-premises, open an elevated PowerShell or command window and run the following command to publish the Intune Cloud PKI root CA certificate to the RootCA certificate store in AD.

certutil.exe -dspublish -f <path to Cloud PKI root CA certificate> RootCA

SubCA Store

Next, run the following command to publish the Cloud PKI issuing CA certificate to the SubCA certificate store in AD.

certutil.exe -dspublish -f <path to Cloud PKI issuing CA certificate> SubCA

NtAuthCA Store

Finally, run the following command to publish the Intune Cloud PKI issuing CA certificate to the NtAuthCA certificate store in AD. Publishing the Intune Cloud PKI issuing CA certificate in the NtAuthCA store in AD allows certificates issued by Intune Cloud PKI to be used to authenticate on-premises AD if required. Be sure to run this command even if you did not run the previous commands to publish the Intune Cloud PKI root and issuing CA certificates in AD.

certutil.exe -dspublish -f <path to Cloud PKI issuing CA certificate> NtAuthCa

GUI

If you have an existing on-premises AD CS deployment, you can use the Enterprise PKI management console to publish the Intune Cloud PKI certificates in AD as an alternative to the command line. First, open the Enterprise PKI tool (pkiview.msc) on an existing on-premises Certification Authority (CA) server. Right-click the Enterprise PKI root node and choose Manage AD Containers. Add the Intune Cloud PKI root CA certificate to the Certification Authorities container. Next, add the Intune Cloud PKI issuing CA certificate to the Enrollment Services container. Finally, add the Intune Cloud PKI issuing CA certificate to the NTAuthCertificatesContainer.

Summary

Administrators can use the Microsoft Intune Cloud PKI solution to issue and manage user and device authentication certificates for their Intune-managed endpoints. Using the commands above, administrators can also integrate their Intune Cloud PKI with on-premises Active Directory to support user and device authentication for common workloads such as Wi-Fi and VPN. Critically, when integrating Cloud PKI with on-premises Active Directory, your Intune administrators should be considered Tier-0 administrators, and appropriate security controls should be enforced.

Additional Information

Microsoft Intune Cloud PKI

Mastering Certificates with Microsoft Intune Training Course – May 14-16, 2024

Always On VPN and the PSPKI PowerShell Module

Certificates are a crucial part of a secure Always On VPN implementation. Certificates are phishing-resistant forms of authentication that, when configured correctly, provide robust and multifactor authentication for remote access users and devices.

AD CS

Most commonly, certificates are issued by an on-premises Microsoft Active Directory Certificate Services (AD CS) server. Administrators configure and deploy a Certification Authority infrastructure to issue and manage user and device authentication certificates in their organization. CA certificates are also required on the VPN server to support Always On VPN device tunnel connections and IKEv2 user tunnel connections. The NPS server also requires an enterprise CA certificate. Of course, the CA can issue certificates for other purposes, including Wi-Fi authentication, document signing, and code signing, just to name a few.

PSPKI

PSPKI is a PowerShell module available in the PowerShell Gallery for configuring, managing, and troubleshooting Microsoft AD CS. Created by Vadims Podans of PKI Solutions, PSPKI includes over 100 functions for various AD CS and certificate-related tasks. Always On VPN administrators will find this PowerShell module helpful when configuring and troubleshooting certificate-related issues for their Always On VPN deployments.

Note: The AD CS remote server administration tools (RSAT) must be installed to access all of the PSPKI module’s functionality.

Installation

Run the following PowerShell command to install the PSPKI PowerShell module.

Install-Module -Name PSPKI

Always On VPN and PSPKI

Always On VPN Administrators will immediately find a few PSPKI functions helpful when implementing and supporting Always On VPN.

Test-WebServerSSL – This function will connect to a remote web server and display details about the TLS certificate included in the response. This can be especially helpful when troubleshooting SSTP VPN connections.

Convert-PfxToPem – This is a handy utility for converting a PFX file to the PEM format. This is commonly required when importing CA certificates on non-Microsoft platforms, security devices, and load balancers.

Convert-PemToPfx – Occasionally, administrators must convert a certificate and private key in PEM format to PFX to install on a Windows server. This tool allows administrators to perform this task easily.

Get-CertificationAuthority – This function quickly enumerates all enterprise CA servers and displays information about their hostname, accessibility, service status, and type.

Ping-ICertInterface – This function helps troubleshoot CA connectivity issues. Administrators can quickly determine if a CA is reachable and capable of issuing a certificate using this command.

Get-CaTemplate – This command displays a list of certificate templates published on the specified target CA server. The certificate template’s display name and the minimum support CA version are provided. In addition, the output indicates if certificate autoenrollment is enabled on the template.

Much More

The PSPKI PowerShell module for AD CS has many tools for configuring and managing AD CS. PSPKI recently received a major update to version 4.0. Download and install PSPKI today. It will make your life easier, I can assure you!

Additional Information

PSPKI PowerShell Module – PowerShell Gallery

PSPKI PowerShell Module – GitHub

AOVPNTools PowerShell Module – PowerShell Gallery

AOVPNTools PowerShell Module – GitHub

InboxAccountingDatabaseManagement PowerShell Module

InboxAccontingDatabaseManagement – PowerShell Gallery

InboxAccountingDatabaseManagement – GitHub