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Updates (from WSUS) failing to download to clients

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Hi all,

I'm having issues with WSUS where clients are failing to download updates from the WSUS server.

I'm not sure why because WSUS is set up correctly.


If I take one computer for example:
It is currently running Windows 10 Pro 10.0 (18362/1903) and I'm trying to get it (and all the computers on our domain) to upgrade to 1909.

These are the updates it's failing on:


"2020-01 Update for Windows 10 Version 1903 for x64-based Systems (KB4497165)"
and
"SQL Server Management Studio 18.5"

The reason it failed is vague. "Error: Download failed."

I went onto the computer and ran the PS cmdlet Get-WindowsUpdateLog and returned a lot of complicated stuff I can't even comprehend.

3/4 the way down it shows:

2020/05/21 03:31:10.5827657 4628  2708  DownloadManager *FAILED* [80004001] Method failed [CAgentDownloadManager::CanRetryWithDifferentCDNForError:24392]
2020/05/21 03:31:10.5827927 4628  2708  DownloadManager DO job {A49B6D01-2BAF-4218-9DEF-6DA41FFAC720} failed, updateId = 09ADFA20-536F-4CEA-99F8-B4FD5E8E45F7.200, hr = 0x80D02002. File URL = http://backup.core.thinking-

software.com:8530/Content/23/9FE4251BF328856081F03B75C6B205D5D3697C23.exe, local path = C:\windows\SoftwareDistribution\Download\09cd6001fe15d8e7b70cf6c88ab5b7e3\9fe4251bf328856081f03b75c6b205d5d3697c23, The response headers = HTTP/1.1 500 Internal Server Error  Date: Thu, 21 May 2020 02:27:21 GMT  Content-Length: 0  Server: Microsoft-IIS/8.5  X-Powered-By: ASP.NET    


2020/05/21 03:31:10.5829912 4628  2708  DownloadManager   Progress failure bytes total = 560757576, bytes transferred = 0


2020/05/21 03:31:10.5847391 4628  2708  DownloadManager Setting DO job A49B6D01-2BAF-4218-9DEF-6DA41FFAC720 as the last job for update 09ADFA20-536F-4CEA-99F8-B4FD5E8E45F7.200


2020/05/21 03:31:10.6017196 4628  2708  DownloadManager File from http://backup.core.thinking-software.com:8530/Content/23/9FE4251BF328856081F03B75C6B205D5D3697C23.exe to C:\windows\SoftwareDistribution\Download\09cd6001fe15d8e7b70cf6c88ab5b7e3\9fe4251bf328856081f03b75c6b205d5d3697c23 was not downloaded.


2020/05/21 03:31:10.6025274 4628  2708  DownloadManager *FAILED* [80D02002] Error occurred while downloading update 09ADFA20-536F-4CEA-99F8-B4FD5E8E45F7.200; notifying dependent calls.


2020/05/21 03:31:10.6069884 4628  2972  DownloadManager Queueing update F50916BA-22CB-4A9D-8825-9D31929743FB.203 for download handler request generation.

The above error message is shown twice. The above error is for the 1903 update and the second one (which I haven't pasted in) is for the SSMS 18.5 update.

Some updates are getting through to other computers and are successfully installing but then there is a handful which is erroring like this.

Is there some sort of limit of how big the update has to be and then the connection is failing/timing out?

All I am trying to do is update all of our computers to Windows 10 1909.

I'm not sure what could be causing this? Any thoughts?


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