Remove attachments in Mail

"Remove attachments" in Mail (Lion) is disabled and I cant remove the files from the emails I have sent. it worked fine before I switched to Lion and kept my Mail folder in Libary small. Anybody else having this problem?

MacBook Pro, Mac OS X (10.7)

Posted on Jul 22, 2011 6:51 AM

89 replies

Oct 14, 2011 1:45 AM in response to Community User

Hi all. I experience exactly the same problem as FabeRox and tinoberlin, and have done so since Mail 5 appeared. I have filed a bug report similar to Adam Nohejl's.


For me, moving messages to different mailboxes doesn't work. Editing the message in TextEdit works, but it's not something I'm prepared to do for each message (with attachment) I send.


I had hoped that Apple would have addressed and solved this issue in Mail 5.1, but no luck. I'll just have to watch my Sent box grow out of proportions until Apple fix the problem.

Oct 30, 2011 9:10 PM in response to Community User

Hey! Thanks very much to all of you that contributed suggestions to the removing attachments problem (in sent items using mail 5.1.) Here's hoping that Apple will notice, and see it as a Lion bug that needs fixing.


Does anyone else miss the option to save a screen shot in Preview (version 5.5.1) (Lion) as a GIF, or is it just me? I, for one, would like to have that option when less memory would be good, and when great quality isn't necessary (just in case these words might be noticed by someone Apple).


Thanks again.

Dec 6, 2011 7:24 AM in response to Community User

I cannot reproduce this fix on my machine. No matter how and where I select the messages, Remove Attachments is disabled.


The difference is clear when you examine the actual mailbox folders and e-mail files in the Finder: for the sent messages, there is no "Attachments" folder next to the "Messages" folder. The "Attachments" folder should be there for messages containing attachments and contain copies of the attachments in folders whose names match the file names of the corresponding e-mail message files (.emlx).


For example, if an e-mail file's name is 143354.emlx and is enclosed in a folder called "Messages" inside the numerical hierarchy that Mail uses internally to organize its files (in the ~/Library/Mail folder), then next to that "Messages" folder there should be an "Attachments" folder containing a folder named "143354" which in turn contains a copy of the extracted attachment (inside yet more numbered folders).


With the sent messages I have, no matter where I put them, the enclosing mailbox folder in the Finder only contains a "Messages" folder with the message file(s). There is no "Attachments" folder with folders with the corresponding names. So somehow Mail has failed to "extract" the attachments and recognize them as such.


The only fix that works for me so far is to export and then reimport the sent messages using the .mbox file format. After that, Mail clearly "sees" the attachments, has the paperclip icon in the message list and has "Attachments" folders inside the mailbox folders for the reimported messages.

Jan 16, 2012 1:34 AM in response to Community User

I have tried all the options and none really work.

I created a Smart Mailbox with the sent emails, and tried to delete the attachments once they have been put in another folder, but they keep on appearing again.


What I do now is that when I send an email with an attachment, I BCC myself, then I delete the email sent, and when I recieve the email I had BCC myself, I delete the attachments and then move the email to the appropiate folder.


Not a solution at all, but fairly clean process and when in the folder the rest of the data is on the email.

Jan 17, 2012 2:01 PM in response to Community User

It must be because the 2012 mailbox folder itself was created with Mail 5, whereas the 2010 and 2011 mailbox folders themselves were created by a previous version of Mail.


I can reproduce this too, by moving e-mails to a mailbox folder created BEFORE I upgraded to Lion/Mail 5!


The reason Apple seems to have a hard time reproducing the problem (although they are obviously not trying very hard, based on the number of reports here) might be that there is something problematic with the way Mail 5 indexes mailboxes, and it only occurs in certain combinations of circumstances.


Thanks for the new information.


Pierre Igot


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Jan 17, 2012 2:59 PM in response to Community User

I have not had a chance to further investigate this, as I must primarily work in Snow Leopard for my work flow.


However, I can confirm that attachments are stored with the message content, and anything in an Attachments folder is redundant. In versions of Mail prior to SL, only IMAP accounts generated the Attachments folder, but then it became part of POP accounts as well -- but again a redundant storage location.


In earlier tests, I established that any message sent from Mail in Snow Leopard on an IMAP account, would in Lion be amenable to removing the attachments in a single message. Very curious behavior.


Ernie

Jan 18, 2012 3:46 AM in response to Community User

tinoberlin FabeRox and others, just a support mail. Glad I found this discussion and to know I ‘m not the only one with this very annoying problem of not being able to remove attachments from sent messages since using Lion.

I also came across the ‘solution’ of Bulchand BCCing myself and remove the attachment from the incoming mail.

Hope Apple will fix this soon!

Feb 3, 2012 12:24 AM in response to gvml

Yesterday I did a clean install of OSX Lion (10.7.2) on one of my MacPro's internal hard drives where there had never been any other OSX installed previously. Booted from this drive and more or less "for fun" set up Mail (two IMAP accounts - MobileMe and Macbay [German provider]) and let the application fetch all messages (received AND sent) from the corresponding servers (more than 2,000 messages in total). Believe it or not: "Remove attachments" was not greyed out after this and I am able to delete attachments from any sent mail now - no matter which account, no matter if message had been sent in 2012, 2011 or 2010 (or even 2009 in my case).


Not sure if this information will be helpful for all you guys suffering from this weird problem. Hope it will.


Regards from Germany.

Mar 3, 2012 10:41 AM in response to Community User

I also had the problem of being unable to remove unwanted attachments to sent messages. I tried several of the workarounds in this post, including rebuilding the mailboxes. That seemed to "fix" a few of the messages (the attachments to those messages were then indicated by the paperclip icon and could be removed). But I've now found a relatively easy solution beyond exporting and reimporting messages. Try this:


1. In Mail, select all the messages in the Sent mailbox from which you want to remove messages. If you want, select all the messages in your Sent mailbox (or all the messages above a certain size).

2. From the File menu, select "Save As..." Save the messages to your desktop and later delete the saved file.


The mere act of saving the messages seems to "bring back" the attachments--a paperclip now shows with the number of attachments for each message (except, oddly, the first or last). Then, with the messages still selected, select the "Remove Attachments" option from the Messages menu (and, oddly, that command will remove the attachment(s) not only from the messages that were then marked with the paperclip but even from the one that wasn't).


Hope this works for other mystified Mail users...

Mar 3, 2012 11:32 AM in response to revdlc

I posted the "Save As..." suggestion as a way of revealing attachments to sent messages, which a couple of others have said doesn't work for them. I've gone back and tried it again on some remaining messages that have attachments (but no paperclip icon) and it didn't work initially for me either. It doesn't seem to work to save only one message, and I'm not sure how many it takes. But if I select several, including at least a couple with unseen attachments, and then save them, most of the ones with attachments will then show the paperclip. I may have to try several different saves, but eventually it will work (as it did for me so easily the first time). And as Adam Nohejl noted, if you've got several problematic messages selected and at least one has its attachments correctly recognized, then "Remove Attachments" can be selected and it does work. But so much for easy 😕.


By the way, I'm using Mail 5.2 (1257) in OS X 10.7.3 on a 2.3 GHz i7 MacBook Pro with 8 Gig of RAM. I don't know if version or configuration matters for this solution to work (when it does!) Your mileage may vary...

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Remove attachments in Mail

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