Always On VPN October 2023 Security Updates

Once again, it’s time to patch! After several quiet months, there are a few crucial updates Always On VPN administrators will want to get deployed soon. Thankfully, the impact of the security updates related to Always On VPN is low this time, as there is only one Remote Code Execution (RCE) vulnerability, and it’s for a legacy protocol that should be in limited use today.

IKEv2

CVE-2023-36726 addresses a security vulnerability in Windows Internet Key Exchange (IKE) that can lead to privilege escalation. An attacker who successfully exploits this vulnerability can elevate privileges to that of the local SYSTEM.

L2TP

This month’s update discloses several Layer Two Tunneling Protocol (L2TP) vulnerabilities. The following CVEs all address a vulnerability where an attacker can send a specially crafted protocol message to a Windows Routing and Remote Access Service (RRAS) server, which could lead to remote code execution on the server.

Mitigation

The impact of the L2TP security vulnerabilities should be minimal in most organizations. L2TP is a legacy VPN protocol not commonly used for Always On VPN. However, misconfiguration can leave vulnerable RRAS servers exposed. Administrators must ensure that inbound UDP port 1723 is not open from the Internet. In addition, L2TP should be disabled on the RRAS server if not in use. See the article on the May 2023 security updates for details.

Additional Information

October 2023 Security Updates

Always On VPN and RRAS on Windows Server Core

Windows Server Core is a refactored version of the full Windows Server operating system. Server Core does not include a Graphical User Interface (GUI) and must be managed via the command line or with PowerShell. The Routing and Remote Access Service (RRAS) is a supported workload on all supported versions of Windows Server including Windows Server 2022. Always On VPN administrators should consider installing and configuring RRAS on Windows Server Core to ensure their VPN infrastructure’s best security and performance.

Server Core Benefits

Windows Server Core is a minimal installation option of the Windows Server operating system that provides numerous benefits, particularly for environments where security, resource efficiency, and reduced maintenance overhead are essential. Here are some of the key benefits of using Windows Server Core.

Minimized Attack Surface – Windows Server Core has a smaller footprint compared to the full GUI version, which means fewer components and services are installed by default. This reduces the potential attack surface and minimizes security vulnerabilities.

Enhanced Security – With fewer components and a reduced attack surface, there are fewer potential vectors for malware or unauthorized access. This makes Windows Server Core a more secure choice for critical server roles like RRAS.

Reduced Maintenance – Since there are fewer components to update, patching and maintaining a Windows Server Core system is quicker and requires less effort. This is especially beneficial in large-scale server deployments.

Improved Stability – By removing the graphical user interface (GUI), Windows Server Core has fewer processes running in the background, leading to a more stable and predictable server environment.

Simplified Management – Windows Server Core is designed for remote administration. It allows the administrator to manage it using command-line tools, PowerShell, or remote management tools like the Remote Server Administration Tools (RSAT) and Windows Admin Center. This makes it easier to manage multiple servers from a single location.

Faster Reboots – Windows Servers require periodic reboots. With Windows Server Core, reboot times are considerably faster, resulting in less downtime during maintenance periods.

RSAT

The Remote Server Administration Tools (RSAT) can be installed on Windows clients and servers to enable remote administration using the familiar Routing and Remote Access Management console (rrasmgmt.msc) and Remote Access Management console (ramgmtui.exe) GUI tools.

Windows Client

To install the Remote Access Management tools on Windows client operating systems, navigate to Settings > Apps > Optional Features. Click Add a feature, select RSAT: Remote Access Management Tools, then click Install.

Optionally the Remote Access Management tools can be installed by running the following PowerShell command.

Add-WindowsCapability -Online -Name Rsat.RemoteAccess.Management.Tools~~~~0.0.1.0

Windows Server

To install the Remote Access Management tools on Windows Server run the following PowerShell command.

Install-WindowsFeature -Name RSAT-RemoteAccess

Windows Admin Center

The Windows Admin Center is a free remote management tool from Microsoft for managing Windows Server (core and GUI) remotely. It is especially helpful for Server Core management as it provides a GUI for many common administrative tasks.

You can download Windows Admin Center here.

Additional Information

Windows Server Core Installation Option

Windows Server Core vs. Desktop

PowerShell Remote Server Administration

Windows Admin Center

Always On VPN July 2023 Security Updates

Hello, Always On VPN administrators! It’s the second Tuesday of the month, so you know what that means. Yes, it’s Patch Tuesday! This month’s security updates include several fixes for vulnerabilities potentially affecting Microsoft Always On VPN deployments.

RRAS Vulnerabilities

Microsoft’s July 2023 security updates include fixes affecting Windows Servers with the Routing and Remote Access Service (RRAS) role installed. Security vulnerabilities CVE-2023-35365, CVE-2023-35366, and CVE-2023-35367 are all Remote Code Execution (RCE) vulnerabilities with a Critical security rating and a CVSS score of 9.8. These security vulnerabilities in Windows Server RRAS are particularly troublesome due to the nature of the workload. RRAS servers are, by design, exposed to the public Internet. Although there are no known exploits in the wild at this time, this attack requires no special privileges other than network access. Administrators running Windows Server with RRAS installed are encouraged to update as soon as possible.

AD CS Vulnerabilities

Most Always On VPN implementations leverage enterprise PKI certificates for user and device authentication. Administrators commonly deploy Microsoft Active Directory Certificate Services (AD CS) to support this. This month there are two security vulnerabilities in AD CS marked as Important. CVE-2023-35350 and CVE-2023-35351 address RCE vulnerabilities that exploit a race condition on the server. However, AD CS servers are not exposed to untrusted networks. In addition, attackers would require administrative rights on the server to exploit these vulnerabilities.

Network Load Balancing

Finally, of importance to Always On VPN administrators using Windows Network Load Balancing (NLB) to provide load balancing for their RRAS servers, there is a vulnerability in the NLB service. CVE-2023-33163 addresses an RCE vulnerability in NLB identified as Important.

Additional Information

Microsoft July 2023 Security Updates

Windows Server 2022 KB5028171 (Build 20348.1850)

Windows Server 2019 KB5028168 (Build 17763.4645)

Windows Server 2016 KB 5028169 (Build 14393.6085)

Windows 11 22H2 KB8028185 (Build 22621.1992)

Windows 11 21H2 KB5028182 (Build 22000.2176)

Azure Conditional Access Certificates with SID Information Now Available

I recently wrote about changes to certificate-based authentication affecting Always On VPN implementations. These changes were introduced by Microsoft’s security update KB5014754. When the update is installed on domain controllers and enterprise Certification Authorities (CAs), administrators can perform strong user mapping for certificates used for Active Directory authentication. However, when first introduced, the update came with some serious limitations that prevented administrators from enabling full enforcement mode for certificate mapping.

Limitations

When KB5014754 is installed on an enterprise issuing CA, a new certificate extension (1.3.6.1.4.1.311.25.2) is added to the issued certificate that includes the principal’s (user or device) Security Identifier (SID). However, this only occurs when an online template is used. An online template is one with the subject name built from Active Directory information. The SID is not embedded in certificates issued using an offline template. Offline templates are templates where the subject name is supplied in the request. There are two scenarios where this causes problems for Always On VPN.

Microsoft Intune

Certificates delivered with Microsoft Intune via the Intune Certificate Connector use an offline template. This applies to certificates using PKCS or SCEP. Today, the SID is not embedded by issuing CAs using offline templates.

Azure Conditional Access

The short-lived certificate issued by Azure when Conditional Access is configured for Always On VPN did not include the SID. However, that recently changed.

Recent Updates

Today we can scratch Azure Conditional Access off the list of limitations for Always On VPN. Microsoft recently introduced support for the new SID extension in Azure Conditional Access certificates, as shown here.

Now when an Azure Conditional Access certificate is issued to an on-premises user or device account that is synced with Azure Active Directory, Azure Conditional Access will include the SID information in the issued short-lived certificate.

Intune

Unfortunately, we’re still waiting for Microsoft to address the limitation with certificates delivered using Microsoft Intune. Hopefully we’ll see an update for that later this year.  

Additional Information

Certificate-Based Authentication Changes and Always On VPN

Microsoft KB5014754

Digital Certificates and TPM

Microsoft Intune Certificate Connector Service Account and PKCS

Always On VPN Masterclass at ViaMonstra Online Academy – September 2023

I’m pleased to announce that my popular Always On VPN Deep Dive Workshop training event is coming to the ViaMonstra Online Academy! Many of you have requested a virtual, live, online training event for Microsoft Always On VPN, so here’s your opportunity to learn all about this secure remote access technology without having to leave the comfort of your home or office.

Live and Online

This live, online 4-day virtual training event will take place September 18-20, 2023. The cost for the training is $3,195.00 and will include ten training modules and numerous hands-on labs. Don’t miss out on this excellent opportunity to learn more about designing, implementing, managing, and support Always On VPN. Space is limited, so register today!

Additional Information

Always On VPN Masterclass at ViaMonstra Online Academy

Always On VPN Free Mini-Course at ViaMonstra Online Academy

Always On VPN Ask Me Anything (AMA) June 2023

It’s that time again! Have questions about Always On VPN? Are you having a specific issue you can’t figure out? Need information about configuration options? Here’s your chance to get your questions answered! Join me next week on Thursday, June 29, 2023, at 10:00 AM PDT (UTC -7) for an opportunity to ask me anything (AMA!) about Microsoft Windows Always On VPN and related technologies.

Missed out on this event? You can find the session recording on YouTube here.

The AMA will be an open forum session where we can all talk shop about Always On VPN. It’s a great chance to learn new things and share experiences with your peers. We’ll discuss known issues and limitations, best practices, and more.

Everyone is welcome. Don’t miss out on this excellent opportunity to connect and learn. Register today!

Can’t make the session? Register anyway and I’ll send you the link to the recording as soon as it is availalbe!

Intune Certificate Connector Configuration Failed

Troubleshooting Always On VPN Error 691 and 812 – Part 2

The Microsoft Intune Certificate Connector must be deployed on-premises to provision and manage enterprise PKI certificates using Intune. The Intune Certificate Connector supports the deployment of SCEP, PKCS, PKCS imported certificates, or any combination of these. The connector can be configured to run under the SYSTEM account or optionally (and recommended) a domain service account. When using a service account, the service account must have permission to log on as a service on the server where the Intune Certificate Connector server.

Access is Denied

Even when all prerequisites are met, administrators may still find the installation of the Intune Certificate Connector fails with the following error message.

“Configuring Microsoft Intune Certificate Connector failed. No changes were made to Feature or Proxy settings. Please try again.”

“Unexpected Failure. Error: System.lnvalidOperationException: Cannot open PFXCertificateConnectorSvc service on computer ‘.’ System.ComponentModel.Win32Exception: Access is denied”

Workaround

After the connector installation fails, open the file explore and navigate to C:\Program Files\Microsoft Intune\PFXCertificateConnector\ConnectorUI. Right-click PFXCertificateConnectorUI.exe and choose ‘Run as administrator’.

Run through the connector installation wizard again, and it should install without issue.

To avoid this problem for future Intune Certificate Connector deployments, administrators can right-click the Intune Certificate Connector installer (IntuneCertificateConnector.exe) and choose ‘Run as administrator’.

Additional Information

Microsoft Intune Certificate Connector Configuration Failure (Part 1)

Microsoft Intune Certificate Connector Service Account and PKCS

Microsoft Intune Learning Resources for Always On VPN Admins

Microsoft Intune Certificate Connector Overview

Always On VPN May 2023 Security Updates

Hey, Always On VPN administrators! It’s the second Tuesday of the month, which means security updates for Windows have been released. This month’s batch includes an update to address a critical vulnerability likely to affect many Always On VPN implementations using Windows Server.

SSTP Vulnerability

CVE-2023-24903 documents a vulnerability on Windows Servers with the Routing and Remote Access Service (RRAS) configured to support Secure Socket Tunneling Protocol (SSTP) for VPN connections. This is a remote code execution (RCE) vulnerability that can be exploited when an attacker sends a specifically crafted malicious packet to the server. Administrators are encouraged to update as soon as possible.

Mitigation

SSTP is commonly used for Always On VPN user tunnels. However, if administrators have configured user tunnels using IKEv2, or are using the device tunnel only, consider blocking inbound TCP 443 at the edge firewall to prevent attacks from the Internet. In addition, if SSTP is not in use, consider disabling support for SSTP by opening an elevated PowerShell command window and running the following commands.

netsh.exe RAS set wanports device = “WAN Miniport (SSTP)” rasinonly = disabled ddinout = disabled ddoutonly = disabled maxports = 0

Restart-Service RemoteAccess -PassThru

Alternatively, SSTP can be disabled in the RRAS management console by following the steps below.

  1. Open the RRAS management console (rrasmgmt.msc).
  2. Expand the server.
  3. Right-click Ports.
  4. Choose Properties.
  5. Highlight WAN Miniport (SSTP).
  6. Click Configure.
  7. Uncheck Remote access connections (inbound only).
  8. Uncheck Demand-dial routing connections (inbound and outbound).
  9. Enter 0 in the Maximum ports field.
  10. Click Ok.

Additional Information

Windows SSTP Remote Code Execution Vulnerability (CVE-2023-24903)

May 2023 Security Updates for Windows Server 2016 (KB5026363)

May 2023 Security Updates for Windows Server 2019 (KB5026362)

May 2023 Security Updates for Windows Server 2022 (KB5026370)

Always On VPN at TechMentor 2023

I’m excited to announce that I’ll be presenting at this year’s TechMentor IT training conference! The event takes place July 17-21, 2023, at the Microsoft headquarters in Redmond, Washington.

My Sessions

I will be delivering two talks at this year’s event.

TT04 – Deploying On-premises Certificates using Intune

In this talk, I’ll describe in detail how to deliver on-premises enterprise PKI certificates using Intune. We’ll cover all aspects of certificate delivery, including the Intune Certificate Connector configuration, device configuration profile options, advantages of PKCS over SCEP, and certificate template security best practices.

TT07 – Windows Always On VPN: Notes from the Field

During this session, I’ll share many tips, tricks, and best practices for deploying and managing Always On VPN client configuration settings using Intune. I’ll explain the limitations of the Intune VPN profile template and how to work around them using custom XML. I will also describe how to use Intune Proactive Remediation to optimize Always On VPN client configuration settings post deployment.

Discount Code

Use the discount code Hicks and receive $400.00 off the standard pricing for the event. Don’t miss out on this opportunity to learn from some of the best IT pros in the business. Register today!

Let’s Connect!

If you’re attending TechMentor 2023 this year, let’s connect! I’ll be at the conference all week. Attend one of my sessions, join me on Thursday for a Table Topic lunch, or let’s grab a beer somewhere. Reach out to me and arrange some time!

Always On VPN and Device Sharing

Always On VPN client configuration settings are typically deployed in the user’s context. However, this presents a unique challenge when sharing a single device with multiple users who have an Always On VPN profile assigned to them. By design, Windows designates only a single user profile on a shared device to be “always on”. When multiple users with assigned Always On VPN profiles share the same machine, it could yield unexpected results.

Auto Trigger Profile

When an Always On VPN profile is provisioned to a user, Windows records information about this profile in the registry. Specifically, the Always On VPN profile’s name and GUID are recorded, as well as the user’s Security Identifier (SID) and the path to the rasphone.pbk file that contains the Always On VPN profile.

Multiple Users

When a new user logs on to a shared device and receives their Always On VPN profile, Windows overwrites this existing data in the registry with the current user’s information. Each time this user logs on, their Always On VPN connection will establish automatically. Any other users with Always On VPN profiles configured on the same shared device will no longer connect automatically after this. The most recently deployed Always On VPN profile will be designated the “always on” profile.

Connect Automatically

In the above scenario, any user with an assigned Always On VPN profile on the shared device can take over the “always on” designation by opening the VPN connection properties and checking the “Connect automatically” check box.

When this happens, this user will now own the “always on” profile, and other users on the shared device will no longer connect automatically.

Workarounds

If multiple users share a single device requiring Always On VPN connectivity, you have a few options.

Intune

If you are deploying Always On VPN client configuration settings using Intune, you must use the Custom device configuration profile template. Specifically, as shown here, you must deploy your XML configuration file using the ./Device/Vendor/MSFT/VPNv2/ OMA-DM URI.

Unfortunately, the native Intune VPN template does not support deploying Always On VPN profiles in the “all users” context.

PowerShell

When using PowerShell, either natively or with SCCM or another software deployment tool, administrators can use my Always On VPN deployment PowerShell script with the -AllUserConnection parameter.

PowerON DPC

When using PowerON Platforms’ Dynamic Profile Configurator (DPC) to deploy Always On VPN client configuration settings using on-premises Active Directory or via Intune, no changes are required. DPC deploys Always On VPN user profiles in the “all users” context by default.

Additional Information

New-AovpnConnection.ps1 PowerShell Script on GitHub

PowerON Platforms’ Dynamic Profile Configurator (DPC)

Always On VPN DPC with PowerON Platforms’ DPC