As a startup that works essentially via a cellphone and laptop online with 3 employees, we are looking for the best method to sharing files among each other. Dropbox is my first thought, but say you have company sensitive files which need to be encrypted and protected from dissemination, what would HN recommend?
Another option is using Dropbox, but with some kind of encryption. I know that some people use Dropbox to store TrueCrypt volumes, and I think it does an okay job with them.
Downsides to both are that you're not likely to be able to access them from a phone. Tarsnap also has no GUI (and requires Cygwin to work on Windows), which may be a consideration.
I was thinking of using dropbox with a combination of TrueCrypt however, it wouldn't suit the way I was hoping to do this. I'm actually looking into both tarsnap and spideroak right now.
It makes me feel a bit sick to recommend a Symantec product but PGP Desktop is pretty much the standard crypto product. You can integrate it into your mail, use it to share on a local network or encrypt files and share them any way you like (dropbox, email, carrier pigeon).
The Free alternative, GPG4Win is pretty good for Windows (or GPG for other platforms) but might be less intuitive for the less technical, and you don't get whole disk encryption thrown in.
You're not going to be able to access GPG/PGP from a phone, but if you're using something like Google Apps for domains you can ensure that everything's encrypted in transit over SSL.
Another option is using Dropbox, but with some kind of encryption. I know that some people use Dropbox to store TrueCrypt volumes, and I think it does an okay job with them.
Downsides to both are that you're not likely to be able to access them from a phone. Tarsnap also has no GUI (and requires Cygwin to work on Windows), which may be a consideration.