Previous 1 2 3 Next 221 Replies Latest reply: Jan 27, 2016 8:43 PM by Barney-15E
Seth Aronstam Level 1 (5 points)

In Lion when I send out an image - the recipients are receiving them as embedded images instead of simple attachments. I know in previous version of mail, having windows friendly attachments enabled solved this, but it doesnt seem to be helping in Lion mail.

MacBook Pro, Mac OS X (10.7)
  • jk_baller23 Level 4 (2,120 points)

    What mail client are your recipients using?  They're showing up as attachments for me.

  • Seth Aronstam Level 1 (5 points)

    a few different. but a few that mentioned it to me were in gmail. it doesnt bother me at all, but people seem to want images to come through as attachments...

  • Jeremy Kinsey Level 1 (5 points)

    I can confirm this is an Apple Mail problem. Apple mail is not sending as plain text. Even if you set the preferences for plain, it does not send the message as plain. This is reproducable and occurs with every mail client, on Windows and Linux, including Squirrel Mail.  It is an Apple Mail problem, not the recipients mailer problem.


    Apple, when will there be a fix? I rely on this mailer to send attachments several times daily. Now no one can see any attachment I send.



  • Ceres1 Level 1 (75 points)

    I experienced the same issue - the problem appears to lie with the "content-disposition" field in the message headers. Apple Mail always seems to set this to "inline", regardless of what settings you change ("View as Icon", "Windows-friendly", "Attachments at end" etc.) and, for some reason, Outlook users are unable to save these attached images files.


    Finally, I discovered which is an add-on for Apple Mail and which can force the content-disposition field to "attachment" so the receiving Outlook client is able to save the attachments as normal. I have literally just been testing this myself and it seems to have done the trick.


    I am in no way affiliated with Lokiware and do not gain in any way from promotion of their product - I'm just a very happy user!



  • Seth Aronstam Level 1 (5 points)

    just installed it and it works! thanks for this.

  • Jeremy Kinsey Level 1 (5 points)

    The issue occurs with more than just Outlook Express. It affects Firebird and a just about every other mailer out there, whether it be a linux user or PC/Windows user. 


    Apple really needs to fix this rather than taking a position of "its the other guys fault".

  • Ceres1 Level 1 (75 points)



    I'm not sure my answer is really the "Correct Answer" - more of a workaround (that you need to pay for!).


    Please send your feedback to Apple at



  • Seth Aronstam Level 1 (5 points)

    it was somewhere in between helpfuly and correct - so i just hit the correct as it solved it for now.

    will send them feedback. thanks

  • Jeremy Kinsey Level 1 (5 points)

    Its what I did as well to solve the problem. But I have a hard time justifying spending $14.99 to fix a problem with an OS that cost $29.95.  My solutin was to simply dispute $14.99 from the Lion bill at the App store.

    Problem solved.

  • actionmarker Level 4 (1,555 points)

    The windows-friendly attachment setting still exists in the new Mail 5.

    In the main window go to Edit > Attachments and you can turn the setting on or off.

    If it is turned on in the main window, it effects all mail messages.

    If it is turned off in the main window, you can turn it on/off for each message in the same place.


    Hope this helps

  • Seth Aronstam Level 1 (5 points)

    yes - that is how it worked pre lion. but now that is not working in Lion. Send a test to someone on a PC.

  • actionmarker Level 4 (1,555 points)

    Seems fine at this end, received by Windows 7/Outlook 2007

    I also have my messages set to insert attachment at the end of the message.

    Apple suggest this on the help page that this may also be useful.


    I remeber coming up against this a few years ago when I first started using Mail, but never go to the bottom of the reason why it happens. I just leave the settings on permanently as I never know what OS the mail is being received by.

  • Jeremy Kinsey Level 1 (5 points)

    That "windows friendly attachment" setting does not do anything useful.

  • actionmarker Level 4 (1,555 points)

    When I was testing it a few years ago, I found that jpg and I think bmp files would embed into the email without the setting and would not allow windows users to save or open the attachment.

    I don't remember the insert at bottom really doing anything except what it said. I tend to use this setting so when I compose messages all my test is together making it easier for me to read..


    I tend to leave both settings on by default as I don't necessarily know what OS is receiving the messages, but also I haven't had any complaints for a few years either, so I presume it is working reliably for me.

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