#VALID WINDOWS SERVER 2008 PRODUCT KEY PATCH#
#VALID WINDOWS SERVER 2008 PRODUCT KEY UPGRADE#
#VALID WINDOWS SERVER 2008 PRODUCT KEY SOFTWARE#
#VALID WINDOWS SERVER 2008 PRODUCT KEY FREE#

Test the upgrade in a lab environment if possible.

This helps to ensure you have the most current updates and patches available to ensure the in-place upgrade is successful.

#VALID WINDOWS SERVER 2008 PRODUCT KEY PATCH#

Start with the latest patch version available for your current legacy server.

#VALID WINDOWS SERVER 2008 PRODUCT KEY FREE#

Do you have enough free space on your system drive to perform the upgrade? In-place upgrades require additional available free space to be successful.

Do you have a good backup of the server? Other than creating a snapshot/checkpoint (if virtual), be sure to have a proper backup of the server.

#VALID WINDOWS SERVER 2008 PRODUCT KEY SOFTWARE#

What software and software components are installed? Are there supported versions for these in the target version of Windows Server?.What roles and features are installed? Do these exist in the target version of Windows Server?.It is important to consider the following: Windows Server 2008/2008 R2 in-place upgrade process ^Д«efore actually running the in-place upgrade from Windows Server 2008/2008 R2 to a newer version of Windows Server, it is best practice to audit your legacy Windows Server. Since you can't perform an in-place upgrade directly from Windows Server 2008/2008 R2 to Windows Server 2019, you have to first upgrade to Windows Server 2012 R2 and then perform an in-place upgrade to Windows Server 2019. You will need to perform two in-place upgrade processes. If you want to perform an in-place upgrade from Windows Server 2008/2008 R2 all the way up to Windows Server 2019, what does the process look like? Windows Server in-place upgrade to current versions of Windows Server (image courtesy of Microsoft) The below infographic from Microsoft helps to visualize the upgrade paths from Windows Server 2008/2008 R2 to Windows Server operating systems such as Windows Server 2012/2012 R2, Windows Server 2016, and Windows Server 2019. It is important to note the upgrade path from Windows Server 2008/2008 R2 to newer Windows Server operating systems, such as Windows Server 2019. In this case, the in-place upgrade will most likely be the easiest option. There may be cases in which you simply want to keep your Windows Server 2008/2008 R2 server on-premises and upgrade it to a supported version of Windows Server and keep existing application installations in place.

Windows Server 2008/2008 R2 in-place upgrade ^ If an upgrade is chosen, the existing operating system, settings, and data are migrated (best effort) to the newer platform. The Windows Server installation setup recognizes that an existing version of Windows Server is installed and will prompt you to choose between a clean installation or an upgrade. Using the Storage Migration Service to migrate from Windows Server 2008 In-place upgrade ^ДЄn in-place upgrade allows mounting the installation media for a newer version of Windows Server and running through the upgrade process on the legacy server. This enables easy migration of file servers running on legacy platforms up to a supported version of Windows Server. Using Windows Server Storage Migration, you can completely move your data, permissions, and users and assume the identity of the server in an automated fashion the heavy lifting is done for you. Windows Server Storage Migration is another option that allows using Windows Admin Center and the Windows Server Storage Migration module to migrate from a Windows Server 2008/2008 R2 platform to a supported platform such as Windows Server 2019. Three years of extended upgrade free when migrating to Azure (image courtesy of Microsoft) With free security updates, this allows much more time for deciding on a migration plan or refactoring of applications. This can be a good option for some who may already have a presence in Azure and who want the simplicity of rehosting the same exact server inside Azure. Not only do you get three more years of updates and support, but it is free aside from the Azure cost. If you migrate these on-premises workloads to Azure, you will get another three years of extended security updates. Microsoft is dangling a carrot in front of businesses that may have production workloads still running inside Windows Server 2008/2008 R2 deployments. Migrating on-premises Windows Server 2008/2008 R2 server to Azure ^

Migrate your on-premises Windows Server 2008/2008 R2 server to Azure.What are these options? When does an in-place upgrade make the most sense? The following are viable options for moving your production services and data to a supported version of Microsoft Windows Server: To take a step back for a moment, there are a few options to get from Windows Server 2008/2008 R2 to a supported version of Windows Server. Windows Server 2008/2008 R2 migration options ^

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