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Spam Filter ISP with Office 365

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Belvoir View Drop Down
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Joined: 13 February 2006
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    Posted: 09 July 2021 at 11:49am
Are there any special consideratiuons that I need to be aware of when using Spam Filter ISP Enterprise version when forwarding emails to an Office 365 client - I just cannot get it to work.

In the logfile, it always says "The remote host (xxxxxxxxx.mail.protection.outlook.com:25) disconnected us, - message queued - help@yyyyyyyyyyyyyyyy.com to: zzzzzzzzzzzzzzzz@xxxxxxxxxxxx"

I'm tearing out what little hair I have left  LOL !!!!   BTW, I'm using SpamFilter for ISP v 4.7.2.184 Enterprise

Thanks for your help
Tradaweb Ltd

PO Box 30

St Neots

Cambridgeshire PE19 7GF

UK

http://www.tradaweb.co.uk
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ik8sqi View Drop Down
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Post Options Post Options   Thanks (0) Thanks(0)   Quote ik8sqi Quote  Post ReplyReply Direct Link To This Post Posted: 09 July 2021 at 10:02pm
Hi Belvoir,

The destination mail server where you're forwarding the emails to needs to be configured to whitelist your SpamFilter's IP address, or many emails will indeed be blocked. Here's an example.

Supposed your SpamFilter receives an email from joe@gmail.com to mike@tradaweb.com.uk, and the destination SMTP server for your domain tradaweb.com.uk is xxxxxxxxx.mail.protection.outlook.com.

Google has an SPF record in the gmail.com DNS that specifies which IPs/hosts are authorized to send emails from @gmail.com. Your SpamFilter's IP is certainly not in that list of authorized IPs... So when xxxxxxxxx.mail.protection.outlook.com receives an email from joe@gmail.com forwarded to it from your SpmFilter, it will reject it because your SpamFilter's IP is not authorized by google to send emails from @gmail.com.

This is just one scenario - there could be other reasons like rate limiters that outlook.com applies for example.
Roberto Franceschetti
LogSat Software
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yapadu View Drop Down
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Post Options Post Options   Thanks (0) Thanks(0)   Quote yapadu Quote  Post ReplyReply Direct Link To This Post Posted: 20 July 2021 at 8:43pm
Usually Outlook would return some type of error, strange the Spamfilter is just saying it was disconnected.

You will need to grant exceptions to allow mail to the Office 365 connectors, as you will be violating SPF & DMARC rules of sending domains when you accept, process & forward mail direct to Office 365.

SPF & DMARC are designed specifically to prevent what you are doing - acting as a man in the middle.
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I am a user of SF, not an employee. Use any advice offered at your own risk.
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