Sending email to Google is always a crap shoot and I still find to this day that sometimes when I send email contains logs to my own account using my own account credentials it'll end up being classified as spam.

Right now, Google is refusing to deliver email from logwatch - giving me the "Message rejected. See https://support.google.com/mail/answer/69585 for more information." so those are going to /dev/null with no recourse to fix it because Google literally doesn't like the content of the email.

The fact that I can't hit a button and tell Google that yes indeed I'm not trying to spam myself is ridiculous.