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First post, by DosFreak

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So I'm going through all the Windows versions and setting up a bare VM straight off the CD and a duplicate VM with all updates applied pulled from Windows update. (Yes I'm aware of slipstreaming)
I've been working backwards starting from Windows 11. Had to download a few updates to get Windows 7 downloading from Windows Update but no big deal.
Then I hit Vista. No matter what updates I installed no luck. I'd heard that if Windows Update detects v6003 instead of v6002 then Windows Update wouldn't work but no luck there so I went googling and found:

Windows Update Client fix for Vista 6003 (SHA-2 endpoint fix)
https://board.eclipse.cx/viewtopic.php?p=836&i=1

After installing about a dozen prerequisite updates first (I'm installing more than just what the documentation recommends) I finally have a Vista VM pulling updates from Windows update on 11-24-2021 @ 3:23pm.
If you get an error then try the Vista option in the patcher instead of Vista + 2008 or try to update multiple times I'm guessing there are so many updates it's erroring out. It popped up 188 important updates with 2 optional for me.

After Vista it's XP->2000->ME->98->95 and then mabye think about the server Operating Systems but I'm mainly doing this for compatibility testing.
Doubtful I'll have any luck with less than XP for Windows Update so will have to look into my collection for old versions of autopatcher, wsus offline, Windows Security Update CD and scripts.

Last edited by DosFreak on 2021-12-02, 01:20. Edited 2 times in total.

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Reply 1 of 16, by dr_st

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Before the official 2017 EOL, I recall having to manually install the pre-requisite updates every once in a while to fix the "Windows Update takes forever" bug, as described in this thread:
https://msfn.org/board/topic/175919-windows-u … taking-forever/

After the EOL, and up until I finally gave up on Vista about a year ago, I was installing Server 2008 SP2 manually, as explained here:
https://msfn.org/board/topic/176686-server-20 … -vista/page/30/

The funny thing is that even ESU updates install on Vista, without any patches/hacks, most likely because the code that rejects them in the absence of a proper ESU license has not been ported to Vista.

However, it was all manual. Looks like the above WU client patch allows Vista to automatically pull Server 2008 updates? That's cool.

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Reply 2 of 16, by DosFreak

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This may work for 2000 and XP. Haven't tried it yet:
https://forums.mydigitallife.net/threads/rest … ver-2003.82538/

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Reply 3 of 16, by DosFreak

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I can confirm that this works for Windows XP, will test 2000 next.
https://forums.mydigitallife.net/threads/rest … ver-2003.82538/

/EDIT
Also works for Windows 2000 but you won't be able to run it on Windows 2000. You'll need to run it on another machine and the on the 2000 machine you'll need to:
Install IE6SP1
Install Windows Update Agent 3.0
Install Windows Installer 3.1
Copy reg.exe from an XP machine to the same folder as the batch file
Copy Add_wsus and remove_wsus batch files to 2000 machine
Update Add_wsus batch file with IP address of machine running the proxy.
The MiniTool will have no pictures or text on the buttons, just hit the first big button to run a search and the third to install
Currently testing with a slipstreamed SP4 with nothing else installed except what I listed above.

Obviously if you have a WSUS server then you're likely good for 2000+ and mabye ME. I'm testing regular user methods to update Windows first.

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Reply 4 of 16, by DosFreak

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Looks like WSUS on server 2022 has 2000 as the minimum so anything less will be manual/scripted/autopatcher/integrated.

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Reply 5 of 16, by nd22

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Updating 2000 & XP & Vista in 2021 and beyond is great news indeed! I use the method described in this video and it worked for Vista up to 2017. I did not attempt to install Server 2008 updates!

https://www.youtube.com/watch?v=vdIVMwV9MCk

Reply 6 of 16, by DosFreak

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Importing the POS updates into my WSUS server from Microsoft Catalog right now. 😀

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Reply 7 of 16, by nd22

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Have you tried installing Server 2008 updates using the method described in your first post? Using automatic updates - not installing manually one by one!

Reply 8 of 16, by Bruninho

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Good to see it being documented. I had a PITA updating XP for several times I tried to make a VM last year. Now I think I have a fully updated XP and 98 VMs. My first thought was to go with 2000 Pro, but it needed a kernel extender like BWC to be able to use some newer stuff, like a better firefox fork (i.e. SeaMonkey 49.x) for a slightly better browsing experience, and the end result was the something like the same as XP, so I went for XP.

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Reply 9 of 16, by DosFreak

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nd22 wrote on 2021-12-28, 13:32:

Have you tried installing Server 2008 updates using the method described in your first post? Using automatic updates - not installing manually one by one!

2008 (original not R2) worked fine me with automatic updates from MS without having to do anything except for installing prerequisite updates, note that you likely don't need all of the below. Probably just the SHA2, Windows Update Agent and latest SSU may be sufficient....and mabye IE9.

KB2763674
kb3205638
kb4012583
Kb4015380
kb971512
kb2117917
kb4019204
kb4493730
kb4474419-v4

IE9-WindowsVista-x64-enu

kb4517134
kb4562031
kb4575904
ie9-windows6.0-kb4018271

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Reply 10 of 16, by nd22

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I am sorry I was not clear! I will rephrase the question:
Have you tried installing Server 2008 updates on Vista using automatic updates using the method described in the first post?
Did it worked?
Thank you.

Reply 11 of 16, by DosFreak

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It should work but didn't for me. I'll try changing the license files to server when I get to the post eol updates in my project and see if that works for windows update.. Currently focusing on the pre eol updates for all windows os.

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Reply 12 of 16, by nd22

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It did not worked for me either! Each post-EOL update must be installed manually! Maybe a script to install them in batches of 80 would be a good idea!

Last edited by nd22 on 2022-01-09, 14:07. Edited 1 time in total.

Reply 13 of 16, by DosFreak

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Each would likely need to be analyzed anyway since it's likely that some updates would depend on functionality that only 2008 has.

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Reply 14 of 16, by dr_st

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nd22 wrote on 2022-01-09, 13:04:

It did not worked for me either! Each post-EOL update must be installed manually! Maybe a script to install them batches of 80 would be a good idea!

The first link has instructions to run some Patch_WUC.cmd script which has an option for "[3] Patch WUC as Server2008 + Vista". Did you follow this with all the mention pre-requisites? Did it not pull any update post-Vista EOL? Or did it all updates until Server 2008 EOL, but not past it (the ESU update)?

DosFreak wrote on 2022-01-09, 13:16:

Each would likely need to be analyzed anyway since it's likely that some updates would depend on functionality that only 2008 has.

I haven't found a single one in practice. They may be few and far in between.

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Reply 15 of 16, by nd22

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I did not get a single post Vista EOL update with option 3! Every single one has to be installed by hand - automatic updates does not offer anything past Vista EOL!

Reply 16 of 16, by dr_st

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I see. Well, it's unfortunate that it doesn't work as advertised (or as I understood it).

One advantage is that you don't have to install every single one. Monthly rollup updates include all updates prior to them. That's why they get bigger and bigger.

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