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His assessment on how “Big Mail Corps” accept mail is plain wrong from my experience. When I ran my own mail server, I had SPF, DKIM, rDNS and strict DMARC setup correctly, and got 10/10’s on mail-tester.com.

Admittedly my main problems were with people on Microsoft hosted emails. They seem to run some kind of IP address based blacklist-by-default operation. My emails to Hotmail/Outlook.com users would randomly get either rejected or go straight to spam.

I went through countless online forms, Twitter conversations with clueless CSR’s who kept asking me what Outlook client settings I was using, and finding random people on LinkedIn I could message.

In the end the solution that seemed to work was to reach out separately to everyone I was sending an email to on Hotmail/Outlook.com and getting them to explicitly mark my email as not spam. After a while it seemed to take and stop rejecting/marking my emails.



I run my own, but from time to time large blocks of IP space on Digital Ocean seems to get put into some blacklist. My solution was to use a fallback delivery through SendGrid and their free tier (happens rare enough, and my volume is low). Postfix handles this nicely for me.




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