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I have a Windows 10 Pro image running under Parallels. It's been working since W7, updating through W8->W10 and several W10 updates. It did a fairly big update just last week but investigating, I see it is still on 1809, and Windows Update warns me "You're currently using a version of Windows that's nearing the end of service".

This machine is running all the time so why is it not updating?

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  • @Ramhound can you rephase that more specifically?
    – Mr. Boy
    Apr 8, 2020 at 12:22
  • Possible duplicate of superuser.com/questions/1536806/…
    – Ramhound
    Apr 8, 2020 at 12:22
  • @Ramhound I aded update history. I haven't seen any errors
    – Mr. Boy
    Apr 8, 2020 at 12:26
  • Wait a week and then restart the VM before you next try to update. If you happy with the current install, run Disk Cleanup, Clean up System Files, to remove Windows.ol. See what happens in 7 days.
    – John
    Apr 8, 2020 at 12:34
  • I am going to guess you have configured the VM to postpone feature and cumulative updates for a period of time. Is that the case? You can determine if that is the case by looking within Windows Update and looking at the Advanced Options. You just recently installed Windows 10 version 1809 which means the VM was running either Windows 10 version 1709 or Windows 10 version 1803 prior to April 4th 2020.
    – Ramhound
    Apr 8, 2020 at 12:40

1 Answer 1

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Is it possible since it only updated to 1809 a few days back, it hasn't scheduled a newer update yet?

You have configured your system to check for feature updates every 365 days.

This machine is running all the time so why is it not updating?

You have configured it to postpone feature updates for 365 days and to postpone quality updates for 30 days.

Based on your settings prior to April 4th, 2020, you were running Windows 10 version 1709, you must have installed Windows 10 version 1709 around April 4th, 2019. KB4537759 was released approximately 30 days ago, for Windows 10 version 1809, on February 10th 2020. Windows is doing exactly what you have configured it to do.

I would still see the new version available and be bugged to install it?

You asked Windows specifically to defer the installation of feature updates for 365 days. Windows 10 version 1909 and Windows 10 version 1903 is only installed if you seek to install it.

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Windows Update received some very specific upgrades with Windows 10 version 1903 and Windows 10 version 1909 with regards to how feature updates are installed. So some of the expected behavior does actually happen, however, if you postpone feature upgrades the feature update is still not listed.

You will not be forced to upgrade to Windows 10 version 1909 until Windows 10 version 1809 reaches end of service

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  • So, I would like to be able to defer updates but in this instance I would like to update now. Is this possible through Windows Update - to find that update and manually select it?
    – Mr. Boy
    Apr 8, 2020 at 13:03
  • @Mr.Boy - Just disable the deferment of feature updates for 365 days. Your question made no mention of wanting to upgrade to 1909.
    – Ramhound
    Apr 8, 2020 at 13:05

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