I used to use a couple of commercial solutions (don't remember the names anymore) but I have lately been trying to use open source. Hopefully I'll get enough skill in c++ to write a multifunction crypto system. i.e. files, passwords, calender. I just haven't ever seen a program like that. I use truecrypt for my files and Password Safe http://passwordsafe.sourceforge.net/ for my passwords.

I'm working on a little project right now and when its finished I'll post it.