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OK, so, this is pretty strange. One of the users on my instance regularly sends emails to a few specific people.
They constantly have issues seeing any attachment if/when only they use Outlook. Everything works fine on any other client.
Did anyone ever experienced anything similar? I have no clue what (else) to check,

ofelia/rspamd logs?
Or is it the receiver that cannot see attachments with outlook but with e.g. their webmail?

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No, on the local server is ok. Issue seems to be, somehow, on the remote side which of course I have no way to debug or investigate more. Tried searching for similar issues but found nothing.

Is it any type of attachment? Or specific type?
Perhaps try setting up an @outlook.com address and sending the same attachment to there or even cc/bcc the message to there. That may give you a clue as to where it is being stripped.

    kadybee looks to be pretty much with every attachment type.
    But I meant MS Outlook client, not the email service itself.
    Recipient’s email hosted elsewhere.

      I’m happy to help you troubleshoot this if you need to look at reproducing it at an external server. I couldn’t find a way to PM in here, so send to maddler@iig.com.au (we’ll edit that out later).

      Klaus

        kadybee thanks, just dropped you a mail. When I tried to send to myself to an external account/server I had no problems. So, I suspect there’s something with that specific Thunderbird installation causing problems. Perhaps.

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