Email attachments not downloading properly in Mac Mail - Mojave and High Sierra

Mail shows attachments as "downloading..." and that's it. They never actually show up. Some users say it's only happening to mail that is sorted by Rules. Which appears to be true for me. If my mailer can't have any rules, it's a useless piece o' junk!


This is a known bug. See discussion https://discussions.apple.com/thread/8122438 , where Apple posts an insultingly wrong and simpleminded answer (basically, reboot and see if that fixes it. Give me a break, and please, READ YOUR LOYAL USERS' posts).


When I started giving large amounts of money to Apple over 30 years ago, they had excellent customer service. Why am I still throwing my cash their way?



MacBook Pro 13", macOS 10.14

Posted on Mar 5, 2019 7:29 AM

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Posted on Mar 12, 2019 2:25 PM

Sorry if the use of the term hypothetical offends. If it is an issue with Mail seeing these attachments as infected, then the attachments are apparently being examined ONLY when their source email is processed by a Mail rule AND that rule attempts to move the email to a different account. By "hypothetical", I only meant that there was no direct proof that this is indeed the cause of this issue, although it is a possibility. My reasoning is that I doubt that 100% of the attachments I received (that were subsequently moved to another mailbox by a Mail Rule) were infected, as ALL of them became inaccessible. They came from so many sources, and many I sent to myself from other secure systems. Some were photographs resent from a different account on my iPhone. The only thing that they had in common is that they were received in an account (IMAP) residing on a server managed by an organisation that would have made international news if they were consistently passing on infected attachments, or attachments modified in some manner so as to appear infected. In the cases where I was able to locate an original digital copy of a few of these photos, sent them to myself using an account that was not processed by Mail rules, then the attachments (photos) came through unscathed.

One of the interesting things I've uncovered: If I turn off Rules, and then look at the attachments on emails that WOULD have been moved by a Rule, I can see that the attachment is fine. Now, if I then turn on Rules again, and THEN Apply Rules, the email is moved to the correct destination, BUT, the attachment is still OK. So the attachments only become inaccessible if their email is moved by a Rule before the attachments are viewed. Viewing before the Rules process an email apparently completes some process that allows the attachment to remain intact. At least, that is what I am seeing as of testing done today.

As for now, I have developed my own procedures to ensure I do not lose any more attachments. I can say that I am extremely disappointed in Apple. If this is actually a bug, there is no good explanation as to why it has not been fixed. If it is expected behavior, then Apple definitely owes their loyal users an explanation for the behavior AND a workaround for people to avoid losing their valuable work product!

Please note that I rarely receive attachments on my iCloud (.mac) account, and so have not, to my knowledge, lost any attachments from that account.

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Mar 12, 2019 2:25 PM in response to fruhulda

Sorry if the use of the term hypothetical offends. If it is an issue with Mail seeing these attachments as infected, then the attachments are apparently being examined ONLY when their source email is processed by a Mail rule AND that rule attempts to move the email to a different account. By "hypothetical", I only meant that there was no direct proof that this is indeed the cause of this issue, although it is a possibility. My reasoning is that I doubt that 100% of the attachments I received (that were subsequently moved to another mailbox by a Mail Rule) were infected, as ALL of them became inaccessible. They came from so many sources, and many I sent to myself from other secure systems. Some were photographs resent from a different account on my iPhone. The only thing that they had in common is that they were received in an account (IMAP) residing on a server managed by an organisation that would have made international news if they were consistently passing on infected attachments, or attachments modified in some manner so as to appear infected. In the cases where I was able to locate an original digital copy of a few of these photos, sent them to myself using an account that was not processed by Mail rules, then the attachments (photos) came through unscathed.

One of the interesting things I've uncovered: If I turn off Rules, and then look at the attachments on emails that WOULD have been moved by a Rule, I can see that the attachment is fine. Now, if I then turn on Rules again, and THEN Apply Rules, the email is moved to the correct destination, BUT, the attachment is still OK. So the attachments only become inaccessible if their email is moved by a Rule before the attachments are viewed. Viewing before the Rules process an email apparently completes some process that allows the attachment to remain intact. At least, that is what I am seeing as of testing done today.

As for now, I have developed my own procedures to ensure I do not lose any more attachments. I can say that I am extremely disappointed in Apple. If this is actually a bug, there is no good explanation as to why it has not been fixed. If it is expected behavior, then Apple definitely owes their loyal users an explanation for the behavior AND a workaround for people to avoid losing their valuable work product!

Please note that I rarely receive attachments on my iCloud (.mac) account, and so have not, to my knowledge, lost any attachments from that account.

Mar 5, 2019 9:37 AM in response to Sparkleberry

It's great that you haven't experienced this bug. The problem does not lie upstream. It is right there in Mail.


Turn off your Rules (which are within Mail)? And ta-da! You can download the stuff.


If you need and utilise Rules? You're out of luck, and Apple is unlikely to respond coherently.


One user in the other discussion didn't realize that his attachments were not being properly downloaded from the server (there's no error message). So, he thought he had all those attachments on his Mac at home. Through IMAP, the original messages were deleted from the server. Months later, he went back to see his family photos and such?


Nope. He just had these empty, fake, shell "attachments" that wouldn't download for real.


So, you could blame this person for not having a failsafe backup for his photos. You could also say, why hasn't Apple responded to the 1800+ people who have the same problem???


I'm getting my attachments properly now... because I turned off Rules. BUT I NEED RULES.

Mar 6, 2019 8:30 AM in response to magdalen23

I read the hypothetical reason - that Mail sees the attachments in question as possibly malware or carrying malware. That is, I suppose, a reasonable assumption. However, in my case, 100% of the attachments received and moved to a local Mail folder (mailbox) are unretrievable. JPG, PJEG, MOV, MP4, MP3, PNG, PDF, are just a few of the file types (but not all) affected. The source, that is the person or entity sending the email, is irrelevant, as well. ALL attachments from all sources are affected. I tried to create a rule to stop rule-processing when there is an attachment, but there does not seem to be a good way to do it. Instead, I have added a rule at the beginning of my rule list that stops ALL rules. Then, after I see if I have attachments that need to be saved and do so, I can turn off THAT rule and allow the remaining rules to run. It works, but is cumbersome - a total PITA.

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Email attachments not downloading properly in Mac Mail - Mojave and High Sierra

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