get it updated manually one-by-one it's very difficult. ...
Vistaboy: After you've installed Vista SP2, the regular Vista Windows Update (available on your Start Menu) will download a wad of updates, typically several hundred, that will bring your system up to April 2017. Note that you should run the System Update Readiness Tool and the four or five "speed up" updates before trying to get Win Update to do its thing, otherwise you'll be twiddling your thumbs for a couple of days waiting for stuff to happen.
AFTER THAT, you can begin to look for Win Server 2008 updates -- maybe at the Microsoft Update Catalog, if that's to your taste or happen to be looking for some non-Vista files, or from GreenHillManiac's collection if you want to keep things simple. Anotther word of advice: Windows Vista does not like to run MSU update files while the the Windows Update window is open, so before you tackle the the WE2008 updates go to WU Settings and turn everything applicable to OFF. Then dig in.
More advice: I'd suggest that after every three or four updates you reboot the system rather than try to get everything all at once, Not a manditory requirement, but my experience is that the first patch installs quickly, and the next ones take a bit longer. So my rule of thumb is to devote an hour or two to Vista patches and other installations, then reboot, and repeat the process.
You should be all done in a day or so. Then you can go back to the WU Settings and restore them to the original values. If you're running Windows Defender or Microsoft Office, you'll get an occasional update through this channel afterwards-- maybe a couple every month, maybe less. And you'll be even with the rest of us.
And we'll have to call you Vista Man!