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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?

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