Bigger Portable Storage Equals Easier Big Breaches?

Bruce Schneier's coverage of a recent Swedish Army "keychain breach" makes me wonder how much broader the scope of breaches from tiny storage devices may become.

I know I've seen how [relatively] small a simple database or text file can be; it's not hard to imagine several hundred thousand sensitive records being contained on a small portable storage device. Even email now has capacity to move giant files around, not to mention all the specialized "movers" like Sendspace, yousendit, rapidshare, etc.

Storage bargains seems to be getting continuously better, but when we all have 100TB drives eventually, how well will we manage, organize, and keep track of all that juicy data, especially on portable devices?