The thing I simply cannot get my head around is that we have military-grade encryption available to us all, for free, cross-platform and easy to use.
All data that goes out of my house - whether it be USB memory stick, portable HDD or laptop - is encrypted, the latter with whole volume encryption. I use TrueCrypt but there are others too.
So why do we keep hearing of these serious data breaches again and again? It's like hearing that some companies keeps getting burgled again and again because they are in the habit of leaving their front door open every night and don't employ a security guard.