I am coming to the point of thinking this is beyond my ability to accomplish.
I have repeatedly built new servers on Digital Ocean (3 so far) with Postfix, Dovecot, DKIM, pretty much everything out there, and then in the big moment, send an email to myself at gmail (or my testing email on hotmail) - aannnd.. it's in the spam box.
NOTHING I've done has ever allowed me to get an email to Gmail from a server I've set up that wasn't marked spam and furthermore, even after reporting it as not spam, the next one still goes into spam.
- How can I get the details of why the email(s) were sent to spam, or the report?
- Will it help at all to continue sending emails to friends and people I know (like a family newsletter or something) and have them look for it an unmark from spam?