Blog: Windows Server 2008 — End of support

January 14th, 2020. What does this date mean for your organization?

More so than with SQL Server, falling out of support for Windows Server will have immediate consequences to the security of your systems because of the frequency and volume of vulnerabilities and their subsequent patches.

Windows Server 2008 EOS

Click on the diagram to open an interactive Power BI report.

January 14th, 2020 was the end of support for Windows Server 2008 and 2008 R2. And if this January is anything like every month in 2019 you can expect another set of patches – which you won’t have access to.

Microsoft does offer extended support, but the cost is significant.

Instead, consider moving your Windows Server 2008 VMs to Azure where you’ll receive extended support. And if your organization doesn’t already maintain Software Assurance on the Windows Server 2008 servers this is a no brainer as the cost of purchasing SA + Extended Support will almost certainly be more than running an Azure VM. And we’re experts at making sure your large or small on-premises workloads run efficiently in the cloud.

But if a move to Azure is not in the immediate future you need to take immediate steps to manage the risk.

You may lose access to the security and bug updates soon so download everything you need now! Hopefully, you’re current enough with applying patches that you’re on the cumulative patch process Microsoft implemented in September 2018 — so your task will be much simpler

  • Now’s also a good time to test your system recovery as well and confirm that you can recover your systems without having access to Windows Update.
  • Consider the benefits of engaging experienced professionals in modernizations to guide you. From lift and shift to re-development or anything in between we have the experience, tools, and expertise you need.

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