That's the worst isn't it?

This sounds like something Autohotkey could do.

Are you looking for something that will take a password like: "god" and try combinations like "God", "GOd", "GOD", "g0d"... etc.? Seems like that would be a little more complicated, but still possible with AHK.

If you're using CCleaner (or something similar) clearing the sort of the start menu is one of it's features. I think it's the check box I pointed out in my attached picture.

Maybe you could have a text file on the net somewhere. Make a small program to update that file with whatever web page you're on. Left click on the "notification area" icon to open the file's website, right click on it to update the file with the current website. Or, maybe have it run in the background at all times and update the file every minute or so. As long as switching machines takes more than a minute it could work.