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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: I will deliver an Intune and Certificates Masterclass on the ViaMonstra online academy on May 14-16, 2024. This comprehensive training event will cover all aspects of Intune certificate management and will include a full review of Intune Cloud PKI. You can learn more and register here.

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

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by Richard M. Hicks on March 5, 2024  •  Permalink
Posted in Active Directory, Active Directory Certificate Services, AD CS, ADCS, Always On VPN, AOVPN, authentication, Azure, Azure Active Directory, Azure AD, Certificate Authentication, Certificate Authority, Certificate Connector for Intune, Certificate Services, certificates, cloud, Cloud PKI, Cloud Service, Device Management, Endpoint Manager, Enterprise, enterprise mobility, Entra, Entra ID, Infrastructure, MDM, MEM, MEMCM, Microsoft, Microsoft Endpoint Manager, Microsoft Entra, Microsoft Entra ID, Microsoft Intune, Mobile Device Management, Mobility, NDES, PKCS, PKI, public cloud, public key infrastructure, SCEP, Simple Certificate Enrollment Protocol, Windows 10, Windows 11, Windows Server 2016, Windows Server 2019, Windows Server 2022
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Posted by Richard M. Hicks on March 5, 2024

https://directaccess.richardhicks.com/2024/03/05/microsoft-intune-cloud-pki-and-active-directory/

Mastering Certificates with Intune Training Course

I’m excited to announce I’ll present a three-day LIVE online training event covering all things Microsoft Intune and certificates. This training event takes place on the ViaMonstra online academy May 14-16, 2024.

Course Material

This training course comprehensively examines all aspects of delivering certificates using Microsoft Intune, including common deployment scenarios, PKCS and SCEP configuration, Intune certificate connector configuration, high availability strategies, implementation and security best practices, and troubleshooting.

Cloud PKI

Cloud PKI, a new cloud-based PKI-as-a-Service solution from Microsoft, will also be covered in depth. I’ll provide an overview of the service and discuss the advantages and limitations of Cloud PKI. We’ll also cover different configuration and deployment scenarios, including Bring Your Own CA (BYOCA). In addition, I’ll share security best practices for Microsoft Cloud PKI deployments.

Register Now

Space is limited, so don’t miss out on this excellent opportunity to learn about these critically essential technologies. Reserve your spot in this training class today!

Additional Information

Mastering Certificates and Microsoft Intune

Microsoft Cloud PKI

ViaMonstra Online Academy

1 Comment
by Richard M. Hicks on March 4, 2024  •  Permalink
Posted in Active Directory Certificate Services, AD CS, ADCS, administration, Always On VPN, AOVPN, authentication, Azure, Azure Active Directory, Azure AD, Certificate Authentication, Certificate Authority, Certificate Connector for Intune, Certificate Services, certificates, cloud, Cloud PKI, Cloud Service, Cryptography, Deployment, Device Management, Encryption, Endpoint Manager, Enterprise, enterprise mobility, Entra, Entra ID, High Availability, Infrastructure, InTune, Intune Certificate Connector, Intune PFX Connector, MDM, MEM, MEMCM, MFA, Microsoft, Microsoft Endpoint Manager, Microsoft Entra, Microsoft Intune, Mobile Device Management, Mobility, Multifactor Authentiction, NDES, Network Device Enrollment Service, Network Device Enrollment Services, PFX Connector, PKCS, PKI, public cloud, public key infrastructure, Remote Access, SCEP, Security, Simple Certificate Enrollment Protocol, TLS, Training, troubleshooting, Windows 10, Windows 11, Windows Server 2016, Windows Server 2019, Windows Server 2022
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Posted by Richard M. Hicks on March 4, 2024

https://directaccess.richardhicks.com/2024/03/04/mastering-certificates-with-intune-training-course/

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?

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by Richard M. Hicks on January 31, 2024  •  Permalink
Posted in AADJ, Active Directory, administration, Always On VPN, AOVPN, authentication, Azure, Azure Active Directory, Azure AD, Azure AD Join, Azure Conditional Access, Azure MFA, Azure Virtual WAN, Azure VPN, Azure VPN Gateway, certificates, cloud, Cloud Service, Conditional Access, Deployment, device tunnel, EAP, Enterprise, enterprise mobility, Entra, Entra ID, extensible authentication protocol, global server load balancer, GSLB, HAADJ, High Availability, Hybrid Azure AD Join, IKEv2, Infrastructure, IPv6, MFA, Microsoft, Microsoft Entra, Microsoft Entra ID, Mobility, Multifactor Authentiction, multisite, network policy server, NPS, OTP, public cloud, Remote Access, routing and remote access service, RRAS, Secure Socket Tunneling Protocol, Security, SSTP, user tunnel, VPN, Windows 10, Windows 11, Windows Server 2016, Windows Server 2019, Windows Server 2022
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Posted by Richard M. Hicks on January 31, 2024

https://directaccess.richardhicks.com/2024/01/31/considerations-for-always-on-vpn-with-azure-vpn-gateway-and-virtual-wan/

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