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Mail attachments disappeared with Sierra

After upgrading to Sierra, for all my encrypted emails (mime) the attachments disappeared.

I do not see anything just a question mark instead of the attachment in each email.

With a backup I reimported a second time the mails but it hasn't changed anything.

Is ti a Sierra bug ? How to solve it ?

iMac, OS X Yosemite (10.10.3)

Posted on Sep 22, 2016 1:36 PM

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Posted on Sep 23, 2016 8:51 AM

More information:


I opened one email with an attachment directly copied from my El Capitan backup and opened it in Sierra Mail app by doublecliking. It was working perfectly the attachment was visible.

I searched the same email in Sierra Mail App and the attachment was not anymore readable (just a question mark appears instead).


Conclusion: I thing that, while importing mailboxes, sierra mail is corrupting a part of the emails (.emlx) which are after import not anymore readable !

137 replies

Nov 5, 2016 6:41 PM in response to NewColumbia

Thanks so much for the suggestion. Unfortunately, I don't see any box for the "Automatically manage connection settings". The account this is happening on is IMAP. I see that box on a POP account, but the IMAP account is the one with this problem. Am I missing something? If so, I would truly appreciate any help.

Nov 7, 2016 3:46 PM in response to mosak

I have precisely the same issue, but only on my MBP, not on my iMac (it has another issue with Mail - keeps flashing the outgoing message on the screen while sending - very, very annoying). Dragging the message to the desktop does nothing - the PDF is still missing. I just realized it was an issue for ME - that the senders had actually sent the PDFs. It seems to happen with PDFs more than other things. Small attachments do arrive. Mail lists 4 attachments for the most recent one - all small images. On my iMac, there are 5 - including the missing PDF, which I only realized was there after all when I switched computers. Definitely a bug that needs fixing. 😟

Nov 9, 2016 2:54 AM in response to TheBobButler

Good News and Bad News.

I've subscribed the beta tester program, only to send feedback on the various mail bugs, beeing curious i installed the Sierra 12.2.2 Beta 1 on a spare partition and lo! The intermittent apparent loss of attachment in outcoming messages ha disappeared, they stand where they were placed; before,if a moved a messages out of the imap directory in a local place the attachment seemed losted, moving back the message did not change anything, apparently, but either on the internet client or Ios mail the attachment were visible; so I think we are close to a solutions, one on the major issues will be corrected soon, i hope. For other people, they who are in trouble with s/mime, there is no change, the Beta does not make any difference, still need to drag the message on desktop. We must wait the new release. Another tip: don't install the Beta, in Preview.app there is a serious bug in PDF printing, on my HP laserjet produces bad graphics.

To speed up things I also sent a couple of feedbacks to Apple, do it, you can register in Beta program without install the beta.

Nov 9, 2016 10:42 AM in response to pedro ramon

Hi ,

Open mail and its preferences , click on account information > click on drop down arrows of download attachments .

If you choose All : mail always download these attachments

Recent : mail always downloads these attachments within the past 15 months .

None : mail doesn't download any of these attachments .

So , change the settings from NONE to ALL or RECENT .


Open an email message that contains an attachment a message that contains an attachment has a paper clip icon to the right of the senders name in the message list .


If you don't see the attached files listed above the message body , click more ( on the far right ) .

Click the file you want to download to your machine , locate and open the attachment .


The file is downloaded to the location specified in your web browsers settings , with safari own Mac the default location is your 's download folder .


Note : This method is for IMAP account .

Nov 9, 2016 11:23 AM in response to tygb

I concur with slaw425 - this doesn't work. I already had downloads set to "all" and I've changed it repeatedly to other settings hoping that it was a glitch, but no joy.


So far, nothing suggested has worked. Some attachments simply don't arrive on my MacBook Pro. I don't actually know yet if there are any that haven't arrived on my iMac, as could be the case - I may not have noticed if I was working on the MBP at the time.

Mail attachments disappeared with Sierra

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