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On Tue, Sep 19, 2017 at 8:25 AM, Sebastian Arcus <s.ar...@open-t.co.uk> wrote: > This is a bit off topic as it is not directly related to SA, but I'm hoping > that with the email and spam expertise on this group, someone might throw in > a useful idea - which would be much appreciated. I have this problem on one > site where most emails we send to Hotmail/Outlook.com/Live.com email > addresses end up in Junk at the recipient's end. Things I have tried: 1. I've > setup SPF, DKIM, DMARC (and set it to 'reject'). 2. We used to smart relay > outbound email through the hosting provider (1and1), but now changed to send > directly from our own IP address, so that we can control the reputation of > the sending IP - no change. 3. I've checked our public IP and the domain name > at mxtoolbox.com - all tests pass (the public IP has been delisted from the > Spamhaus non-MX/end-user IP database). 4. I've setup forward and reverse DNS > entries for our IP address. 5. I've checked with all DNS > blocklists/blacklists I could find - our domain or IP address is not flagged > up anywhere. 6. This is a small network which I've been managing for years - > the domain name has not been used to send marketing/lists email of any sort - > so the historic reputation should be fine. 7. I've setup a monitor and block > on port 25 outbound on the network firewall - in case there is a trojan on a > machine on the network sending out spam and ruining the reputation of our IP > - it's never been triggered. 8. I've checked the contents of outgoing emails > - this is an accountants practice - the email content is standard, there is > nothing there which should trigger bayesian filters. 9. I've sent emails to > other servers under my control running SA - the scores come out perfect at > the receiving end. 10. The emails we send are operational and notices emails > to customers - who need them. They call on the phone and complain they > haven't received them - just to discover they were sent, but ended up in the > junk. 11. Emails we send to any other domains are never a problem spam-wise. > I can't really think of anything else to try - have I missed anything? Are > Hotmail/Outlook.com spam filters a complete lottery?