Windows Server 2012 and 2012 R2 End of Life

DirectAccess on Microsoft Windows

I want to remind you of a critical upcoming milestone that may affect your business. In just 60 days, we will reach the end of support for Windows Server 2012 and Windows Server 2012 R2. As of October 10, 2023, these operating systems will no longer receive security updates or technical support from Microsoft.

End of Support

End of support means your servers will be more vulnerable to security risks and potential threats. It is essential to take action now to ensure your IT infrastructure’s continued security and stability. Upgrading to newer, supported operating systems will protect your data and systems from potential cyber threats and provide access to enhanced features and performance improvements.

Don’t Wait

Now is the time to migrate those remaining workloads for those still running Windows Server 2012 and 2012 R2! Consider the following commonly deployed services that may still be running on Windows Server 2012 or 2012 R2 in your organization.

Remote Access – Windows Server Routing and Remote Access Service (RRAS) is commonly deployed to provide secure remote access for field-based workers. In addition, Absolute Secure Access (formerly NetMotion Mobility) is a widely implemented premium alternative to RRAS. Organizations may be hesitant to migrate these workloads because disrupting remote workers is painful.

DirectAccess – This remote access technology is widely deployed and extremely difficult to migrate. In addition, the complex nature of DirectAccess, with its many intricate interdependencies, poses a significant challenge to organizations migrating this role.

PKI – This is likely the most common enterprise service to be found running on Windows Server 2012 and 2012R2. Most organizations relying on Windows Active Directory Certificate Services (AD CS) to issue and manage enterprise certificates are reluctant to move this workload once it is deployed. This service is much easier to migrate than you might think! It can be done without disruption as well.

Consulting Services

We understand that upgrading might require careful planning and coordination, and our team is here to support you throughout the transition process. Don’t delay – take this opportunity to safeguard your organization’s data and systems by upgrading to the latest Windows Server version or exploring cloud-based solutions.

Get In Touch

Please don’t hesitate to contact us for further assistance or any questions regarding the upgrade process. Together, let’s ensure your business remains secure and productive. You can get started today by booking a free one-hour consultation to discuss your migration strategy. Just fill out the form below and I’ll provide more information.

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)

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