Windows 11 Pro Activation Loop

Tarun Kundhi 0 Reputation points
2026-11-11T20:49:25.9566667+00:00

My Windows Pro Retail digital license is linked to Microsoft account. It was originally a Windows 10/11 VM Pro on Intel Mac. I have recently migrated to Windows 11 Pro ARM VM on Apple Silicon Mac. Original VM remains activated and appears under Devices in Microsoft account. Activation Troubleshooter on the new VM does not list the old VM for transfer. Original retail product key is unavailable. The online resources take me in a loop.

Here were the license details from Win10 before my upgrade.
Operating system: Windows 10 Professional
License description: Windows Operating System, RETAIL channel
License status: Licensed
Activation expiration: The machine is permanently activated
Activation method: Digital license
Microsoft account linkage: Windows is activated with a digital license linked to your Microsoft account

Copilot suggested I call the Microsoft Support number. That directed back online. Now when I call the Microsoft Support number it says Windows Support is online and immediately hangs up on me.

Please help! Thanks.

Windows for home | Windows 11 | Licensing and activation

2 answers

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  1. Alexandr S 107.1K Reputation points Independent Advisor
    2026-11-11T22:17:21.57+00:00

    Hello, Tarun Kundhi.

    Original VM remains activated.....

    The Windows 10/11 EULA says:

    2. Installation and Use Rights. a. License. The software is licensed, not sold. Under this agreement, we grant you the right to install and run one instance of the software on your device (the licensed device), for use by one person at a time, so long as you comply with all the terms of this agreement.... b. Device. In this agreement, “device” means a hardware system (whether physical or virtual) with an internal storage device capable of running the software. ...... 4. Transfer. ... b. Stand-alone software. If you acquired the software as stand-alone software (and also if you upgraded from software you acquired as stand-alone software), you may transfer the software to another device that belongs to you. ... .... Every time you transfer the software to a new device, you must remove the software from the prior device. You may not transfer the software to share licenses between devices...

    In other words, you should first deactivate and uninstall the OS on the old virtual machine, and only after that, install and activate it on the new one.

    On the old VM, run the Command Prompt as an Administrator and run the command:

    slmgr.vbs /upk

    and restart the virtual PC. Check the activation and make sure that the OS is not activated. Then, delete the OS on the old VM.

    Install Windows on a new virtual machine and enter a unique activation key from the purchased BOX/ESD license during installation. You can also activate it after installation either by entering the key on the OS settings page "Activation", or by executing commands in the Command Prompt running as an Administrator.:

    slmgr.vbs /ipk <ProductKey>

    slmgr.vbs /ato

    where <ProductKey> is a 25-digit unique product key in the XXXXX-XXXXX-XXXXX-XXXXX-XXXXX format.

    and restart the VM. After 5-7 minutes, check if the activation has passed.

    If activation failed, you should contact a Microsoft support specialist in the chat. To do this, launch the GetHelp app.:

    GetHelp

    In the application window, type (without quotes) "agent support" into the search bar and press Enter. Ignore the search results, and click on the "Contact Support" button at the bottom. On the next page, select "Windows" and "Technical Support" from the drop-down lists, and then click on "Confirm". Next, select the chat "Chat with a support agent in your web browser" and on the next page (if requested), enter your email address and click on "Confirm". The browser will start and a chat window will open in a new browser tab. Wait for the specialist's response.

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  2. Matthew J. Moore 85 Reputation points
    2026-11-12T04:16:22.74+00:00

    Your best bet will be to use your original Intel VM as the key is likely still there.

    Run slmgr /dlv on the old VM. Look at the partial key at the bottom. If it doesn’t end with the standard generic pro keys (e.g. 3V66T) then the actual retail key is here. You can use something like ShowKeyPlus (from the Microsoft Store) to get the full key.

    Once you have the key, run slmgr /upk on the old VM. Then go to Settings > System > Activation > Change product key on the ARM VM. Enter the key. If it says it has already been used, run slui 4 and activate via phone. This usually fixes it.

    The troubleshooter not showing your old VM is fairly normal while it's still active. It will only show devices it thinks you have replaced.

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