8 Replies Latest reply: Oct 9, 2012 8:34 PM by Barney-15E
Jon.Shadforth Level 1 (0 points)

Environment and problem

OS X Mountain Lion, Mail 6.1 (everything up to date)

Emails with mixed image and PDF attachments send from my MacBoox Pro are not being displayed correctly when received on Outlook. It is not an Outlook problem.



Multiple inline images - ok

I compose an email, rich text format, insert severnal inline images, send to colleage on Windows 7 using Outlook, all received ok. He sees the message with inline images.



Multiple inline images and PDF - not ok

I compose a similar email with multiple inline images, but attach a PDF. This time all of the attachments (images and PDF) appear at the end of the message when viewed in Outlook.



Gmail browser comparison

I repeat the above from a Gmail account via Safari and I can make an email with inline images and PDF attachments and it works.



Any thoughts, tips, bug reports, etc appreciated.


MacBook Pro, OS X Mountain Lion (10.8.2), Mail 6.1 (1498)
  • Bodycalming Level 3 (705 points)

    If you are sharing Attachments from a Mac to Windows (Outlook) make sure you are sending Attachments as Windows-Friendly.


    Open your Mac Mail, click Edit, Attachments, then select...


    Always Send Windows-Friendly Attachments.

  • Jon.Shadforth Level 1 (0 points)

    This is already selected.

  • Jon.Shadforth Level 1 (0 points)

    Fixed with third party utility


    Attachment Tamer (http://lokiware.info/Attachment-Tamer) appears to have fixed the problem - no hassles.


    Come on Apple - what's happened to "It just works"???

  • Barney-15E Level 8 (46,304 points)

    It always just works for me.

    Outlook is just buggy.

  • Jon.Shadforth Level 1 (0 points)

    Barney - do you mean that if you use OS X Mail to send an email with inline images and attached PDFs that it loads and displays correctly on Outlook? Or do you mean it doesn't work but that's because Outlook is buggy?


    I've also tested viewing OS X generated emails on Gmail (from Safari) and they also did not display correctly (before installing Attachment Tamer).

  • Barney-15E Level 8 (46,304 points)

    I mean that Outlook is crappy at anything but its own, internal Exchange message format. Outlook renders HTML with Word.


    I've never had a problem viewing emails with attachments on Gmail that I've sent to myself from Mail.


    If you are depending on email to get a particular layout, then you are spinning your wheels. The email standards do no support such a requirement.

  • Jon.Shadforth Level 1 (0 points)

    No - can't be an Apple fan and then critisise MS for being proprietry


    My problem was solved by installing Attachment Tamer.

    It could also have been solved by emailing from Gmail directly.

    The guys I work with use Outlook and were suprised to see this behaviour.

    It's only basic OS X email that has a problem.


    I wholeheartedly agree that the standard for emails are not conducive for rich layout control.


    But - when my email just has images I had no problems. Take for example the email notifications we're getting from this thread - there are images and layout etc and work fine.


    The key feature from Attachment Tamer hints at the problem (and its solution):


    • send images embedded in HTML layout and safely mix embedded images with other attachments;
  • Barney-15E Level 8 (46,304 points)

    I don't have a problem with any company that wants to be proprietary. Just do so that it follows the established standards: http://www.email-standards.org