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I still have LTSC 2019 setup, and heavily customized, but I'm putting off using it. I really enjoy Windows 8.

Logically I would do that in this way. First all SP3 updates, then POSReady reg file and finally all POSReady updates.

AFAIK if ProxHTTPSProxyMII 1.3a (20150527) does not work in Win 2000, then unfortunately no chance. The only way is to install Win 2000 in a VM and let ProxHTTPSProxyMII run in your host system.

Ok, congrats! You did it! As I wrote above, following the mentioned guide leads to a successful access to MU.

Maybe you did all steps but did you verify each one deeply? Presumably your Windows Update Client hasn't been installed properly. Install it again. Then install patch and check if the correct patched version of "wuaueng.dll" exists in both folder system32 and system32\dllcache. In a lot of cases SFC replaces the patched version by an original one. Check if all registry entries have been added and so on. One thing I can say definitely: my guide is working and has been tested successfully. All people here who said "I did all steps" missed one or didn't verify carefully if all has been done correctly. Some posts above you can read such comments. Checking all is the first you should do.

I totally agree. Check if all steps of this "Complete guide for restoring Microsoft Update in IE" have been performed properly: Perform and verify each step!

Some times ago I made an iso image containing all updates of Office 2007 and 2010 by using WSUS Offline Update from www.wsusoffline.net. So I do not have to download all updates via MU if I want to install one of them.

All these problems with Microsoft Office, especially endless searches of Microsoft Update, incompatible updates and so on, made me stop installing Microsoft Office packages on Windows XP a long time ago. I use Softmaker Office 2016 Portable with all available features. It's totally sufficient for me. If I had to use Microsoft Office in Windows XP, I would install Office 2007. Older software is often a better choice in an old operating system.

You're welcome and, if I can, anytime again!

@heinoganda's cacert_Updater.exe contains three files: CERTUPD.bat (batch file containing several commands), HTTPDL.exe (downloader) and URLLINK (file containing download-link of cacert.pem). After examination I found out that the downloader HTTPDL.exe doesn't do its job anymore i.e. the downloader couldn't connect to the server targeted in download-link of URLLINK. Therefore I have updated HTTPDL.exe to new version which is working properly again in Windows XP. Is that detailed enough? Anyway, thanks for your interest!