Ask YC: What do you keep on your USB flash drive?
My own machines all run Linux or OS X, but I occasionally use other peoples Windows machines, so I have several versions of a lot of these binaries.
I only keep a few useful utilities unencrypted on the drive (PuTTY, TrueCrypt, Firefox, Filezilla, packet sniffer, etc). I then have all my personal files (documents, firefox profile, ssh/gpg keys, etc) in an encrypted Truecrypt file. I also have a simple script set up to sync my personal files with my SVN repo when I plug the USB drive into my laptop.
Anything major I'm missing, or that you've found useful?