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Thank You
Your don't have any servers less than 5 years old.
You have servers that are more than 5 years old.
Your applications are not business-critical and can be down for more than 4 hours.
You have servers running business-critical applications on Windows Server 2008 that cannot be down more than 4 hours.
All of your applications are compatible with Windows Server 2016 or 2019.
You have applications that are not compatible with Windows Server 2016 and 2019.
You're not sure if your applications are compatible with Windows Server 2016 or 2019.
You intend to run the application unsupported.
You intend to upgrade to a new on-premise application.
You intend to upgrade to a new cloud based application.
Your existing hardware may be compatible with Windows Server 2016 or 2019. If you have HPE servers, check our
Support Matrix
to find out. If you find your servers are not compatible, HPE recommends taking advantage of the HPE Windows Server 2008 migration promotions to upgrade your server to a new
HPE ProLiant Gen10 Servers
with numerous benefits.
Servers more than 5 years old may not be compatible with with Windows Server 2016 or 2019. Upgrading them may be your best option. If you have HPE servers, check our
Support Matrix
to determine compatibility. If you find your server is not compatible, HPE recommends taking advantage of the HPE Windows Server 2008 migration discounts and upgrading your server to a new
HPE ProLiant Gen10 Servers
with numerous benefits.
Failed applications that are non-critical can still disrupt your business due to the lengthy upgrade and testing process required. Upgrading to Windows Server 2019 will ensure you continue to get support from Microsoft and your application vendors.
Unplanned loss of critical applications can be highly disruptive to your business. Upgrading to Windows Server 2019 will ensure you continue to get support from Microsoft and your application vendors.
Windows Server 2019 provides enhanced security, technology, and the ability to be downgraded to 2016 if your applications can run only on Windows Server 2016.
Learn more here.
Contact your software developer or vendor to determine the compatibility of your application(s) with Windows Server 2016 and 2019. With this information, you can revist this toolkit for guidance.
HPE strongly cautions against running applications on an unsupported operating system. Doing so with any application of any importance may lead to disruption of business processes and lengthy recovery times. Contact the software developer or vendor to determine options to upgrade the application. If no upgrade option is viable, proactively finding a new application will ensure higher quality and lower cost.
Windows Server 2008:
Risk of Cyber Attack.
Why shouldn't I upgrade to Windows Server 2012 instead?
When choosing a new application, consider the compatibility of the application with Windows Server 2016 vs 2019 to maximize its operating system support timeframe.
Contact a partner to understand the true costs and benefits of cloud based applications. Reviewing Service Level Agreements (SLA) before making a commitment will help avoid costly disruptions to your business. In addition, if you are subject to interruptions in internet connectivity, evaluate whether loss of access to this application would create a disruption to your business.
Windows Server 2008:
Cloud Alternatives?
Microsoft's Windows Server 2008 Support ends January 14th, 2020. You will not be able to get support from most application vendors and Microsoft after this date. Upgrading as early as possible will ensure higher quality and lower cost.
Your don't have any servers less than 5 years old.
You have servers that are more than 5 years old.
Your applications are not business-critical and can be down for more than 4 hours.
You have servers running business-critical applications on Windows Server 2008 that cannot be down more than 4 hours.
All of your applications are compatible with Windows Server 2016 or 2019.
You have applications that are not compatible with Windows Server 2016 and 2019.
You're not sure if your applications are compatible with Windows Server 2016 or 2019.
Your existing hardware may be compatible with Windows Server 2016 or 2019. If you have HPE servers, check our
Support Matrix
to find out. If you find your servers are not compatible, HPE recommends taking advantage of the HPE Windows Server 2008 migration promotions to upgrade your server to a new
HPE ProLiant Gen10 Servers
with numerous benefits.
Servers more than 5 years old may not be compatible with with Windows Server 2016 or 2019. Upgrading them may be your best option. If you have HPE servers, check our
Support Matrix
to determine compatibility. If you find your server is not compatible, HPE recommends taking advantage of the HPE Windows Server 2008 migration discounts and upgrading your server to a new
HPE ProLiant Gen10 Servers
with numerous benefits.
Failed applications that are non-critical can still disrupt your business due to the lenthy upgrade and testing process required. Upgrading to Windows Server 2019 will ensure you continue to get support from Microsoft and your application vendors.
Unplanned loss of critical applications can be highly disruptive to your business. Upgrading to Windows Server 2019 will ensure you continue to get support from Microsoft and your application vendors.
Windows Server 2019 provides enhanced security, technology, and the ability to be downgraded to 2016 if your applications can run only on Windows Server 2016.
Learn more here.
Contact your software developer or vendor to determine the compatibility of your application(s) with Windows Server 2016 and 2019. With this information, you can revist this toolkit for guidance.