Windows 10 ESU enrollment fails even though “Enroll now” link is available

Felix 45 Reputation points
2025-09-30T05:50:06.5033333+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. It shows "Something went wrong, try again or Cancel to set up your device"

Symptoms:

• “Enroll now” link is present

• Clicking it does not complete enrollment

• Microsoft Store also shows “Something went wrong” when trying to sign in

• Feedback Hub / Get Help apps also cannot connect (but my network connection is fine; other apps work normally)

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?

Windows for home | Windows 10 | Extended Security Update (ESU)
0 comments
Answer accepted by question author
John DeV 170.4K Reputation points Independent Advisor
2025-09-30T23:46:53.2433333+00:00

If the issue still persists, please try performing an In-place Upgrade. Performing this can repair broken operating system files while your personal files, settings and installed applications will not be removed.

Few things to check on the PC

  • Unplug all external peripherals except for the Mouse, Keyboard, and LAN cable before starting
  • Disable or uninstall any third-party Antivirus program to prevent it from interfering with the upgrade

Download the media creation tool (Click Download tool now) and save it to your computer.

https://www.microsoft.com/en-us/software-download/windows10

Open the tool and select Upgrade this PC now.

Make sure to select Keep personal files and apps.

It might take some time to install Windows 10. Your computer will restart a few times; make sure you don’t turn off your PC.

Was this answer helpful?

2 additional answers

Sort by: Most helpful
Most helpful Newest Oldest
  1. John DeV 170.4K Reputation points Independent Advisor
    2025-09-30T12:48:30.02+00:00

    Please try the additional methods below.

    • If you have a third-party VPN or Antivirus installed, please try to temporarily uninstall it then check if the issue persists.
    • Please try to connect on another network such as your phone's mobile hotspot.
    • Press Start then search "Internet Options"

    Select the "Advanced" Tab

    Scroll down the list until you see "Use SSL/TLS"

    Unselect SSL 3.0 and TLS 1.0 and 1.1

    Select TLS 1.2 and TLS 1.3 (if available)

    Click Apply then OK

    Restart your computer

    • Turn off Proxy

    Open Internet options > Connections > Lan settings

    Turn off "Automatically detect settings"

    Restart your computer

    If it is already Turned off, please put a checkmark in "Automatically detect settings"

    Restart your computer

    • Change your network DNS

    Open Control Panel

    Select Network and Internet > Network and Sharing Center

    Click Change adapter settings

    a. To change the settings for an Ethernet connection, right-click the Ethernet interface and select Properties

    b. To change the settings for a wireless connection, right-click the Wi-Fi interface and select Properties

    Under Networking tab, double click TCP/IPv4

    Select Use the following DNS server addresses. If there are any IP addresses listed in the Preferred DNS server or Alternate DNS server, write them down for future reference.

    Replace those addresses with the IP address below

    Preferred DNS server: 1.1.1.1

    Click Ok

    Restart your computer

    • Reset Network Settings

    Press Windows key+ I to open Settings

    Select Network & Internet > Advanced network settings

    Under the "More settings", click Network reset

    Click Reset now then Yes

    Restart your computer

    Was this answer helpful?

  2. John DeV 170.4K Reputation points Independent Advisor
    2025-09-30T06:28:54.1933333+00:00

    Hi, good day!

    Are you logged into Windows using a local or Microsoft Account?

    Make sure Microsoft Account Sign-in Assistant and Credential Manager services are available and running.

    Press Start then search Services

    Find Microsoft Account Sign-in Assistant in the list then double click it

    Select Automatic (Delayed Start) on the Startup Type and click on Start

    Click Apply and OK.

    Do the same with Credential Manager service

    I look forward to receiving your update and I'm willing to collaborate with you till we resolve the issue. Do keep me informed by clicking "Add comment" below.

    Was this answer helpful?

Your answer

Answers can be marked as 'Accepted' by the question author and 'Recommended' by moderators, which helps users know the answer solved the author's problem.