On Mon, Jan 15, 2018 at 01:51:30PM -0500, rhkramer@gmail.com wrote: > Does the SMTP server encrypt both between it and the "client" and between it > and the other end destination / source? No, not always. Plaintext SMTP is the default for transferring mail from one server to another. Basically, you should just assume that anything you send in an email is readable by the entire world, unless you encrypt the actual message itself (PGP, GnuPG, etc.).