I thought I'd try Windows Live Writer.  It won't work with Windows 2000, which I use because I despise product activation.  (I do a LOT of PC setup and tear-down, with a lot of OS re-installs.)  Bummer.

Then I read about Windows Live Writer Portable.  It actually works -- under Windows XP. Under Win2K it crashes.  I'm betting it is using DotNet 3, which is a no-go on Win2K.  I do have GDI+ installed on my Win2K, so it isn't that.

Or maybe it has a dependency on IE7?  Good luck getting THAT to run in Win2k!