I have this as well, I think it's Sender Reputation too - they use
Senderscore and I know my mailservers don't send enough mails to get a
rating.
Oddly, I have no problems sending to the free hotmail & outlook
addresses.
I don't have a solution apart from maybe sending through a 3rd party
like Mailgun or Sendgrid. Sendgrid does have a limited (100 emails a
day) free tier.
Regards - Nick
On 04/06/2021 05:27, Antonino Sidoti wrote:
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