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 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!

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