Hi, I have two OpenSMTPD servers (Sydney, Tokyo) and they are both configured with correct DNS, PTR, DKIM, SPF, MTA-STS and Dmarc. I have no problems sending mail to Google but with Microsoft 365 (Exchange Online) when I send an email it always end up in Junk on the receivers side.
I know Microsoft may be doing some strange stuff but does anyone else have this issue. I have a valid Microsoft 365 Email Account for my day job and from my testing it always end up in Junk when I send mail from my OpenSMTPD servers. The raw headers don’t say much on the Microsoft side other than it gets SCL=5, nothing else as to why it is treated as Junk. I also know of other people who have Microsoft 365 Email Accounts that all my mail ends up in their Junk too. Can’t work this out. Any suggestions or tips would be appreciated. Thanks Nino
