Fuck GPG4Win. Use GPG4USB. Check the tutorial in my signature. With TrueCrypt. The chances of both encrypted volumes getting corrupted at the same time are slim. By your logic, why make backups at all? All hard drives fail at some point (so it may not even be your encryption that fucks you), but the only solution is backups. And if one backup doesn't make you feel safe, make two. The problem with proprietary software is that you can't be sure it doesn't have a backdoor. With open source software, you can. Anyway, I have come across many people who have had problems with GPG4Win, but I haven't heard of a high(er than proprietary software) failure rate for TrueCrypt. I have used full disk encryption on an internal and external hard drive for a couple of years without any problems.