[ironlung]

Hi everyone,
I need to send some personal documents to a company, and I would like to encrypt them before I do that. I have never had to do this before so I would appreciate any help. I have looked at PGP and GnuPG and wanted some advise/opinions if this was the best way to do it. For GnuPG what is your favorite gui program? Are there other ways to do this? Thank you in advance!

[ironlung]

Will just sending an encrypted disk image with my documents work?

[Brad]

Yep, emailing an encrypted disk image is probably easiest to get going and should work fine. Saves you the trouble of acquiring and setting up a custom certificate.

[screensaver400]

Originally Posted by Brad Yep, emailing an encrypted disk image is probably easiest to get going and should work fine. Saves you the trouble of acquiring and setting up a custom certificate.

I'd imagine you'd need to select a strong password, no? Perhaps that goes without saying, but I don't think an encrypted disk image with a password of "password" would be particularly secure.

I think OS X has a high quality password generator somewhere... For a one-time transmission, you might think about a very long, very random password.

[turtle]

TrueCrypt is a great cross platform encryption software that's very robust and relatively easy to use. No Mac or PC needed just one or the other. Also, free.

[ironlung]

TrueCrypt seems pretty good. But apparently the people at this background checking company can not open up disk images or know how to use TrueCrypt. I ended up sharing a dropbox folder and that worked out okay. There really should be an easier way for non tech savvy people to do this.