- #Windows server extended support update
- #Windows server extended support software
- #Windows server extended support professional
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#Windows server extended support update
If you NEED to stay on-premises with these systems, and you have all the prerequisites in place, you can generate a special “Multiple Activation Key” from the Azure portal and deploy it to your on-prem update service: Windows Update, System Center Config Man or even 3rd party solution.
#Windows server extended support software
Provided you have an Enterprise Agreement / Volume License Agreement or you have purchased Software Assurance – you can enter into an Extended Support Agreement with Microsoft for up to 3 years and you will be able to register / enroll a fixed number of systems into this program. You can migrate your Server and workload up to Azure and receive up to 3 free years of Security Updates and Support from Microsoft. If you need to keep these systems under some level of support after January 14th – you have a few limited options: With the End of Support for Windows Server 2008 on January 14th, 2020 – you no longer have the ability to receive Security Updates or Support for any servers running Windows Server 2008. 
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