Mac Pick: GPG Suite
Leo Laporte's pick of the week on MacBreak Weekly 514 is the GPG Suite 2016.07, which is the first stable release for OS 10.11 El Capitan. This free and open source suite contains everything you'll need to communicate securely and encrypting files.
After installing the suite, you'll have new options in the Apple Mail app that allow you to encrypt, decrypt, sign, and verify emails. It also comes with the GPG Keychain for managing OpenPGP keys, and GPG Services for use in other applications.