Cannot enroll Windows 10 ESU – “Something went wrong” message

Felix 40 Reputation points
2025-09-28T09:39:26.1+00:00

Hello,

I am trying to enroll my Windows 10 device into the ESU (Extended Security Updates) program.

• System: Windows 10 Pro, Version 22H2

• Location: New Zealand

• Microsoft Account: signed in and synced

• Rewards points: available (over 4,000)

The “Enroll now” button appeared after the latest update. However, when I click it, I get the error:

Something went wrong, Try again or Cancel to set up your device.

I tried clearing the Windows Update cache, restarting the system, and signing in/out of my Microsoft account, but the issue persists.

I understand that ESU for Windows 10 is being rolled out in stages. Could you confirm if this is a server-side issue from Microsoft?

Is there any timeline for when the “Enroll now” process will work properly in my region? Thank you.

Windows for home | Windows 10 | Extended Security Update (ESU)
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6 answers

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  1. Felix 40 Reputation points
    2025-09-28T13:16:33.4933333+00:00

    Hi Smith

    Thanks for response.

    I only use a personal Microsoft account. Under Settings → Accounts → Access work or school, I only see +Connect and no accounts listed. So it looks like no work or school account is involved in my case.

    1 person found this answer helpful.
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  2. Felix 40 Reputation points
    2025-09-28T09:48:30.54+00:00

    Sorry, the system is Windows home 10.

    0 comments No comments

  3. Sumit D - IA 147.5K Reputation points Independent Advisor
    2025-09-28T12:08:33.55+00:00

    Hi,

    I'm Sumit, here to help with your query on the Microsoft Q&A forums.

    Apologies for any inconvenience you are experiencing. I am happy to help you today.

    I am not aware of any such issues with any region. I wonder if a Work account is involved. Can you please let me know if there is a Work account connected in the device?

    Please keep me updated.

    0 comments No comments

  4. Felix 40 Reputation points
    2025-09-29T11:37:22.0333333+00:00

    I’ve seen many questions here about the missing “Enroll now” link for Windows 10 DSU enrollment.

    My case is different: the “Enroll now” link is visible and clickable on my device, but when I select it, enrollment still fails.

    Symptoms:

    • “Enroll now” link is present

    • Clicking it does not complete enrollment

    and the "“Something went wrong” message appears.

    Has anyone else experienced this scenario, where the link is present but enrollment still does not work?

    What additional checks or fixes can I try?

    Waiting......


  5. Sumit D - IA 147.5K Reputation points Independent Advisor
    2025-10-02T10:02:02.3066667+00:00

    Hi Felix,

    I am not sure why I didn't receive your reply. Can you make a new Local account and try to enroll from here?


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