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Bounced: SPX Encrypted when sending to Live / Hotmail addresses

I am setting up data protection and am testing with some regular expressions to automatically SPX-encrypt mails containing certain data.

This works well sending to several mailaddresses (ie Gmail), but when sending the same mail to a Microsoft (Live / Hotmail / Outlook.com) account, the mail gets bounced. In mailmanager it is listed as Bounced: SPX Encrypted.

Looks like UTM is is failing to comply to RFC 5322. 

Anyone else also seeing this?

The bounced mail contains te following:

This message was created automatically by the SMTP relay on *****
 
A message that you sent could not be delivered to all of its recipients.
The following address(es) failed:

  ***@***.***
    SMTP error from remote mail server after end of data:
    host 82a9ff885ab5ad488d715bf4883da6.pamx1.hotmail.com [65.54.188.109]:
    550 5.7.0 (BAY004-PAMC2F9) Message could not be delivered. Please ensure the message is RFC 5322 compliant.

------ This is a copy of the message, including all the headers. ------



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  • Made a support call to Sophos and got the following information back:

    Thank you for your email, our labs and development team are aware of the SPX compliance issue and are currently working to rectify this issue.

    There is currently no projected fix date but I will keep you informed.

    Bug ID is 5783


    Managing several Sophos firewalls both at work and at some home locations, dedicated to continuously improve IT-security and feeling well helping others with their IT-security challenges.

Reply
  • Made a support call to Sophos and got the following information back:

    Thank you for your email, our labs and development team are aware of the SPX compliance issue and are currently working to rectify this issue.

    There is currently no projected fix date but I will keep you informed.

    Bug ID is 5783


    Managing several Sophos firewalls both at work and at some home locations, dedicated to continuously improve IT-security and feeling well helping others with their IT-security challenges.

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