Upgrade Windows Server 2016 DataCenter to Server 2019 Datacenter -> Upgradepath not supported

Dear Michael,

An in-place upgrade from Windows Server 2016 Datacenter to Windows Server 2019 Datacenter is a supported upgrade path by Microsoft. The error message "This upgradepath is not supported" typically indicates a mismatch between the installed version of Windows Server and the installation media you are using for the upgrade.

Here are the most common reasons for this error and how to resolve them:

1. Mismatched Editions

You must use the same edition of the Windows Server 2019 installer as your current Windows Server 2016 installation.

To check your current edition:

Open a Command Prompt or PowerShell.

  Type `DISM /online /Get-CurrentEdition` and press Enter.
  
     Confirm that the output shows `ServerDatacenter`.
     

You must use a Windows Server 2019 Datacenter installation media. Using a Standard or Essentials installer will result in the error you are seeing.

2. Mismatched Licensing Channels

The licensing channel of your installation media must be compatible with your current installation. The primary channels are:

Volume Licensing (VL): For organizations with multiple licenses.

OEM: Pre-installed by the server manufacturer.

Retail: Purchased from a retail store.

Evaluation: A free, 180-day trial version.

You cannot, for example, upgrade a server installed with a Volume Licensing key using a Retail or Evaluation ISO.

• Action: Ensure your Windows Server 2019 Datacenter ISO is from the same channel as your 2016 installation. If you are unsure, obtaining the correct ISO from the Volume Licensing Service Center (VLSC) or your OEM is the best course of action.An in-place upgrade from Windows Server 2016 Datacenter to Windows Server 2019 Datacenter is a supported upgrade path by Microsoft. The error message "This upgradepath is not supported" typically indicates a mismatch between the installed version of Windows Server and the installation media you are using for the upgrade. Here are the most common reasons for this error and how to resolve them: 1. Mismatched Editions You must use the same edition of the Windows Server 2019 installer as your current Windows Server 2016 installation.
  • To check your current edition:
    1. Open a Command Prompt or PowerShell.
    2. Type DISM /online /Get-CurrentEdition and press Enter.
    3. Confirm that the output shows ServerDatacenter.
  You must use a Windows Server 2019 Datacenter installation media. Using a Standard or Essentials installer will result in the error you are seeing. 2. Mismatched Licensing Channels The licensing channel of your installation media must be compatible with your current installation. The primary channels are:
  • Volume Licensing (VL): For organizations with multiple licenses.
  • OEM: Pre-installed by the server manufacturer.
  • Retail: Purchased from a retail store.
  • Evaluation: A free, 180-day trial version.
  You cannot, for example, upgrade a server installed with a Volume Licensing key using a Retail or Evaluation ISO.
  • Action: Ensure your Windows Server 2019 Datacenter ISO is from the same channel as your 2016 installation. If you are unsure, obtaining the correct ISO from the Volume Licensing Service Center (VLSC) or your OEM is the best course of action.

Best Regards,