Options For Securely Sharing Files 1

Posted by JD 03/23/2011 at 22:00

In this Tax season, I find myself needing to share sensitive documents with relatively unsophisticated people and organizations. How should I share my files with them?

The Options

There are a few options to get those sensitive files to a provider. I will attempt to list the options, then describe the problems with each. Sadly, there aren’t any good solutions unless the service provider already has a solution setup. In my experience, be it an accountant, lawyer, doctor or shipping company, they do not.

  1. Encrypted Email with PGP or OpenPG or GnuPG
  2. Encrypted files, probably ZIPped attached to emails with a shared password
  3. Encrypted shared file service – perhaps Dropbox or sftp
  4. SSL Encrypted web portal with non-trivial userids and passwords

Sadly, there is no universal standard for sharing files, securely.