Mac Mail not sending .jpg to Outlook V.14

[Jasonm963]

I've recently been working with some computers here in the office and noticed the other day that a few of our employees who are running Windows 7 with Outlook V.14 do not receive attachments that are .jpg. I am trying to send the images in rich text format.

There are three weird circumstances when they do receive them which are:
1. If I change the file type from .jpg to .JPG they do receive the attachments
2. If I send in plain text they do receive the attachments
3. If they forward themselves the message which they did not receive the attachments, the attachments magically appear.

I am running Mac 10.6.8 and understand that yes I could just send them in plain text format, but would rather send in rich text due to my company signature.

Also they are making due by forwarding themselves the emails that they feel are missing attachments, but we are concerned that unless they forward every email to themselves we may miss something important.

Hope someone can help with this issue as it is forcing us to waste a lot of time editing settings and double checking emails etc.

Regards.

 

[MisterMe]

If your recipients are having attachment issues, then it is because they are being filtered out. I don't know if it is possible to do that at the recipients' end. Just in case, have your recipients ensure that they haven't setup rules that have unintended consequences. I suspect that the issue lies with rules on their Exchange servers. Sounds like a security measure that has gone awry.

 

[takeshi74]

Some clarification regarding the mail system actually used would help. People tend to assume that Outlook = Exchange but that's not always the case. That said, my suspicion is along the lines posted above even if it isn't an Exchange environment.

 

[Jasonm963]

I am running Mac Mail V4.5 and they are on Windows Outlook V.14.

My email is setup through an exchange server and their emails are run through a telus account, although with the company name following their name opposed to @telus.com.

Does that help any?