Hi,
Yes, i am spanning everything. And i not have de TLS conection.
Let me put a scenario.
I sent him to my co-worker, an email with an Excel file with the list of phone numbers of all the company.
And He send it to someone else in the company (here I detect an incident, because is forbiden share this file).
This other person, in turn, resend the file to a fourth person. This e-mail with the attached file is no longer detected.
The file is not encrypted.
Greetings