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 Windows 11 Status Indicator

Viewing the status of an Always On VPN connection has been challenging since the introduction of this technology. To see if an Always On VPN connection is active, users must proactively click on the network status icon in the system tray to view the current connection status. Optionally, users can use the Settings application in Windows and select the Network & Internet tab to view the Always On VPN connection status. Further, there were no options to see VPN status in the system tray natively if the user is using a consumer VPN such as Proton VPN.

New Status Indicator

Always On VPN administrators will be happy to hear that Microsoft recently introduced a new VPN status indicator for Windows 11. Beginning with the July 2023 cumulative update (KB5028185), users will begin to see a new network status icon (a small shield) on the network connectivity indicator on the system tray in Windows. Microsoft calls this new feature “glanceable VPN“.

Source: https://blogs.windows.com/windowsexperience/2023/05/23/announcing-new-windows-11-innovation-with-features-for-secure-efficient-it-management-and-intuitive-user-experience/

Consumer VPN

While this new VPN status indicator is helpful for Always On VPN deployments, it is not limited to Always On VPN. The VPN status indicator will also display the lock icon in the system tray when the device is connected to any recognized VPN. The new VPN status indicator will include third-party enterprise VPN clients as well as some consumer VPNs.

Additional Information

Windows 11 July 2023 Update KB5028185

Always On VPN Device Tunnel Status Indicator

Microsoft Entra Global Secure Access

Last week Microsoft introduced new Security Service Edge (SSE) capabilities as part of the Microsoft Entra suite of technologies. Included in these announcements, Microsoft introduced the public preview of two new secure remote access technologies – Microsoft Entra Internet Access and Microsoft Entra Private Access. The latter of these will particularly interest Microsoft Always On VPN administrators in some deployment scenarios.

Microsoft Entra Internet Access

Microsoft Entra Internet Access is a new Secure Web Gateway (SWG) cloud service solution designed to protect users from threats on the public Internet. Features include web content filtering, malware inspection, TLS inspection, and more. In addition, Entra Internet Access can protect Microsoft 365 applications. Azure Conditional Access policies can be enforced for Internet traffic. Network conditions are now included with Azure Conditional Access, which can further protect against attacks by requiring access from specific trusted or compliant networks. Today, the public preview is available for Microsoft 365 scenarios only. Internet traffic and other SaaS applications will be available later this year.

Microsoft Entra Private Access

Microsoft Entra Private Access is a Zero Trust Network Access (ZTNA) cloud service solution that leverages the Azure Application Proxy access model. With Azure App Proxy, administrators can easily publish private, on-premises web applications by installing the connector on an on-premises server. Administrators can leverage Azure AD authentication and conditional access policies to ensure device compliance or enforce multifactor authentication (MFA), if required. Microsoft Entra Private Access extends the capabilities of the Azure Application Proxy to support TCP and UDP-based applications.

Private Access vs. Always On VPN

Microsoft Entra Private Access will be a compelling alternative to Always On VPN in the future. Specifically, organizations using native Azure AD join devices could benefit tremendously from this technology. Microsoft Entra Private Access is much simpler to implement than Always On VPN and requires no on-premises infrastructure other than the Azure Application Proxy connector. Using Microsoft Entra Private Access also means that no inbound access from the Internet is required, making the solution inherently more secure and reducing the public attack surface. For organizations using hybrid Azure AD join, Always On VPN continues to be the best Microsoft solution for these scenarios.

References

Microsoft Entra Expands into Security Service Edge (SSE)

Microsoft Entra – Secure Access for a Connected World

Microsoft Entra Internet Access Preview

Microsoft Entra Private Access Preview

What is Zero Trust?

What is Zero Trust Network Access?

What is Security Service Edge (SSE)?

What is Secure Access Service Edge (SASE)?

What’s the Difference Between SSE and SASE?

Contact Us

I’ve had the privilege of participating in the private preview for Microsoft Entra Internet Access and Private Access. If you’d like to learn more about these technologies and how they can help your organization, fill out the form below, and I’ll provide more information.

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