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Very strange problem with e-mail attachments

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I have a problem in my organization. One employee using Outlook 2010 try to send an email with attachments, but the receiver only receives the message and not attachments.


When the same employee try to send an email to the same receiver using office365 webmail, the receiver get the attachments.


Can anyone give me some places where I can look for a solution to this?


I have read the messag-headers. When the message is sent from Outlook 2010 the message have a "X-SpamScore = -2" and when the message is send from office 365 webmail the message get a "X-SpamScore = +4". The message with X-SpamScore = +4 is recieved with attachments but the message with X-SpamScore= -2 isnt.

 

Could this X-SpamScore be the reason? If yes, how can I affect it?


 


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