Hi there

I have a problem with one employee's email. We are using exchange server 2010
When this employee sends an email with an attachment to one person the attachment does not deliver. (only the text)
I've tried I think every that I found on the internet, Changing the message format, setting the computer up again..

But when the employee uses the Outlook web app everything is fine.

The person we are sending to is using a mac (could be the problem....)

Regards
Sindri

Hi 

Please do the following actions

1) Enable pipeline tracing for this affected user and see the results.

https://technet.microsoft.com/en-us/library/bb125198%28v=exchg.80%29.aspx?f=255&MSPPError=-2147217396

2) Also you can capture the trace using netmon and see the results if the packet gets dropped anywhere

Hello,

Does this user happen to have a contact for the recipient? If so you can try removing the contact and verify if the behavior continues.

Hi,

If there are any antivirus installed on client machines? Please temporarily try disabling it and see if the attachments no longer get stripped.

Does this issue occurred for all messages in different formats?

I also suggest to Enable logging option in Outlook to troubleshoot this issue:

https://support.office.com/en-us/article/What-is-the-Enable-logging-troubleshooting-option-0fdc446d-d1d4-42c7-bd73-74ffd4034af5

Best Regards.