OS X Mavericks :: (10.9.5) Mail Not Sending Attachments
Dec 3, 2014
Using Apple Mail on OS X 10.9.
My workplace is an Apple environment. Shortly after some of the iMacs were upgraded to 10.9 we've had some trouble with Mail. The main issue is Mail is not sending the attached image or file. On one of the iMacs that sends a lot of email with attachments, I removed the email account and added it back. After doing this this account is able to send attachments (how long this fix will last I don't know), however, a particular email we tried to send did not send the attached files.
After hearing about this issue I sent several test emails from this iMac and had mixed results. Sending just the attachments would work. Sending the attachments and text would only send the text. I have tried dragging the images from the Desktop into the message. I have used the attachment button and made sure Windows Friendly Attachments was checked.
I hand-typed a paragraph of the original email and sent it with the attachments and that email worked. I think it could be something with copy and pasting the text or some kind of formatting in the text. I copied the original message and pasted it in both Text Edit and Microsoft Word (and used Edit>Clear Formatting) and from there into a new Mail Message, attached the two files and it didn't send again.
One attachment is a .jpg another is a .pdf. The total size of both is 104kb (well within our sending limit). The body of the message is 3-4 paragraphs, maybe 100-200 words total. I don't think it is a size issue.
This could possibly be two issues, or just one: Mail just not sending attachments (even though it seems to have been corrected after removing the email account and adding it back), an issue with formatting that is somehow keeping Mail from sending attachments, or a mixture of both.
On a side note, I added the same email account to another computer using 10.7.5 and added the correct imap and smtp info and the same issues and results happen with this specific email. (Other than this one email issue in 10.7.5 the only complaints about emails not sending attachments is coming from 10.9 users)
I'm at a loss right now of what to try next. Since some of the iMacs have upgraded to 10.9, Apple Mail has been giving us some issues.
Info:
iMac, OS X Mavericks (10.9.5), Apple Mail 7.3
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Mar 20, 2009
I am running 10.4.11 with the mail program that is installed which is 2.1.3.
My daughter in college has a MacBook Pro Intel running 10.5.x and uses the college mail program (site).
Every attachment that I send her that as a jpg, she says downloads to her desk top as a .acs ( I believe) which she can't open to view. If she goes to a windows computer with the same college e-mail site she can view them.
Question: what can be done to send/receive these so they can be viewed as jps's on her computer? Would send them as windows friendly attachments help?
I'm guessing that the e-mail site is probably set up for more windows friendly than Mac friendly.
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Oct 8, 2008
I am trying to send an email using Mail that has uses stationary and also attach a Word doc but it tells me I cannot send an email with stationary and attachments that are not images...?
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May 2, 2012
On behalf of a friend who I usually do phone support for when he has a problem.
Mail 4.5 (1084)
Mac OSX 10.6.8
He has mail set to access Gmail (IMAP) and it works fine when sending a normal email, however, when sending an attachment, the activity monitor, goes halfway and then the reate drops off and the mesage about cannot be sent from this outgoing server is displayed. - mesage goes to outbox. - Open that message back up, delete the attachment and send, it goes no problems.
Tried to work out what the problem is, by:checking Gmail (with attachments) through browser, sent OKtrying different file types, jpg, txt, zip, and different ways of attaching them, either from menu or dragging them into the meassga pain. - No sendrepair permissions for mac, incase any pref files corrupt. - No sendbrand new jpg created from photoshop - No sendimage emailed from me, copied to desktop and then sent back to me - No send
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Apr 22, 2012
I am missing the icon on my taskbar in mail for sending attachments, and it is not in the customize taskbar part of my mail program. Where did it go, or how do I restore it since it is missing?
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MacBook Pro (17-inch Core 2 Duo), Mac OS X (10.7.3), Running Lion, up to date with updat
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May 6, 2012
I have been working quite happily with Mail and an imap gmail account for a couple of years until recently. Now I can no longer send attachments and if I try to forward an email that has a bit going on in it like a group-on email or something similar it won't send that either. I get a message Cannot send message using the server [URL]:(my emailaddress)[URL]Sending the message content to the server failed I have searched for answers all over the net, have tried google help pages that suggest I remove my email address from the outgoing server details but NOTHING works. Today I finally gave up on Apple Mail and tried entourage - same result in that I couldn't send anything with attachements but a different error message.
I hadn't changed anything when it stopped working and it can't be the settings because every now and then I get an attachment through. There is lots on the net but I haven't found anything that works or all the stuff I am reading is really old. and also, just to finally drive me over the edge I got sent an email with an attachment today that didn't come through onto my mac. If I go onto gmail via safari there is my attachment. In Mail, it doesn't even give me a hint that it's there
Info:
MacBook Air, Mac OS X (10.5.8)
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Sep 4, 2014
Is there a way to view the attached files with their names ? Not open I mean. Sometimes customers find it difficult to save the images I have attached to an email so I would prefer if they could see the names. Like normal files with their titles.
Info:
iMac, OS X Mavericks (10.9.4)
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Sep 11, 2014
Just bought a new Mac Pro running Mavericks. Migrated my life from my old Mac Pro (early 2008) running Mountain Lion. That's a whole other story, but my problem now is that Mail does not delete attachments when I reply to a message that contained the attachments. This is new to me, so I wasn't aware of it until I started getting nasty messages from my Internet provider telling me that I had exceeded the maximum allowable message size. When a client sent me a 10MB document to review and edit, I would reply and attach the edited document to the reply, not knowing that the original 10MB file was still there (down at the bottom of a sometimes lengthy message).
The old attachment can be manually deleted in the Message tab, but I can't find anything in Preferences or anywhere else that allows me to turn that feature off forever.
Info:
Mac Pro (Late 2013), OS X Mavericks (10.9.4)
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Dec 4, 2014
I have found that in the ~/Library/Containers/com.apple.mail/Data/Library/Mail Downloads folder I have 26GB of mail attachments. I would like to get rid of these items but do not know if I can simply delete them or if there is an official process to go through.
Info:
MacBook Air, OS X Mavericks (10.9.1)
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Sep 4, 2014
Trying to send an email in Mavericks Mail from iCloud account and got the following error: MCMailErrorDomain error 1032.
Does this simply mean that iCloud had a hiccup (there was no outage reported at [URL], or is there something that I can do to prevent this from happening?
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Jun 24, 2014
I am trying to find a way to keep attachments whenever I reply to a message. I am trying to reply to messages, and keep the attachment in the chain, but for some reason they all get removed (yes, yes, total first world problem, I know...).
I am using Mail version 7.2. I have gone under Mail Preferences, as I saw an earlier post reference a setting in Composition, but that does not appear to be an option in 7.2. I could not find any other options in any of the other preference tabs.
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Aug 30, 2014
If i send an email (Gmail account) to a group from my contacts on Mail it is rejected. If I copy the address' and do exactly the same thing but directly through Gmail web page, it goes through.
Info:
Mac mini (Mid 2011), Mac OS X (10.7.3)
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Dec 9, 2014
Mail doesn't download emails with large attachments. Moreover, it doesn't download messages that arrive after this email with large attachment.
Attachments upto 5-6 Mb are no problem. This problem occurs on all my email accounts, including hotmail.
I have to open my email from the browser and delete the email with the large attachment to be able to receive emails again on my Mail application .
Info:
MacBook Pro, OS X Mavericks (10.9.5)
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Jun 20, 2014
When I attach files to Mail 7.3 it often displays the entire file, not the icon. I find this highly annoying. Yes, I can one-by-one right click on the document and instruct Mac to send the file as in icon only. But I would prefer Mavericks Mail to default to a convention where attachments are (View as Icons) and not to display entire document...
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Sep 11, 2009
long story short, I have set up an email signature on my mac which includes a PNG graphic. On its own this is fine and can be opened and viewed as intended at the other end by PC. However, when I include an attachment (ie word, powerpoint or excel doc) the PNG graphic and all text which should appear below the PNG graphic in the body of the email is not there when received by a PC.
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Jan 11, 2009
I'm using MacOSX and Mac Mail. The cub scouts send a weekly newsletter via Scouttrack. When I view this on the Mac, I cannot see any attachments; it's like they are not there at all. When I view it from Outlook on a PC, it doesn't show the little paper clip, but when I open the email, then I can see that the attachments are there.
Is there any way to get the mail application on the Mac to recognize that there are attachments in the email??
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May 29, 2012
I am a total Mac dummy but our owners daughter came in with her Macbook and said that no one can receive her attachments because they always get changed to DAT files. This happens if she uses both GMAIL and YAHOO mail (via safari). I can easily rename the file back to DOC or DOCX on my end but most of her friends and co-workers will not want to do that.
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Jul 3, 2012
When I attach a JPG file to an email my recipient using a PC can see the image in the message window, but cannot download/ save to disk. This is no good for me as I'm a photographer who needs to send photos to clients on a regular basis.
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Mar 21, 2009
My first posting. Please forgive my simplistic question, but I need some help.I use aol. When sending an email on my MAC, I'm trying to attach multiple excel (or word) files - let's say 10 excels in a row.So I click on "attach files", and a box opens up, showing all of the files on my MAC.On a non-MAC computer, I'd select the first file, then press "shift", and then use my down arrow to select the next 9 files. That doesn't work on my MAC.How do I attach 10 consecutive excel files when sending an email?
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Apr 11, 2012
I would like to send email attachments as actual attachments rather than embedded in the body of the message. I tried typing "defaults write com.apple.mail DisableInlineAttachmentViewing -tool yes" in Applications/Utilities/Terminal which I thought had worked before, but no luck now.
Info:
MacBook Pro (15-inch Mid 2010)
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May 11, 2012
Why are my attachments not showing up as attachments when recieved. They are sent from Mail as windows "friendly" - but never the less always show up inlaid in the mail. The recipient then have to ctrl clik on the documents, save them on the harddrive before being able to fx print.
Info:
IMac Intel, Mac OS X (10.5.1)
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Apr 23, 2012
For the last week I find that after sending an email with attachments that it remains in my draft box after sending. The mail shows up in the sent box, but it never get's deleted from the draft box until I resend it. This is happening on both my MBP and iMac. Both machines connect to iCloud for mail.
Info:
27" iMac, Mac OS X (10.7)
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Jun 15, 2012
since upgrading to Lion an embedded attachment in a e-mail, jpeg or pdf will cause a recieving outlook to stop displaying the e-mail content before the atachement-icon, no mail content after the icon is displayed anymore. Mail itself shows propper content of the e-mail.
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MacBook
Pro, Mac OS X (10.7.4)
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Nov 2, 2010
If I send a msg from Apple Mail to i.e. Outlook Express. The same msg shows up with "clean" text formating. That will say, no formatting at all. See this screen: [URL:...] I have just gotten back to the Mac now from 10-11 months in hell with Windows-stuf, so I am really eager to get this fixed. In Apple Mail the same message looks this: [URL:...] I dont want to change to Entourage, so excellent if you can help me out with this.
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Oct 28, 2010
I have a peculiar problem to which I have been unable to find a solution, despite searching far and wide on the Internet.
I access my company's microsoft exchange server email account through mail.app on my mac. In setting up this account, everything was detected easlity and I can send and receive mail without any issue, except one:
When I send an email, my name, in the From field, gets stripped as it gets sent. If I keep the mail as draft, I can see my email address in the From field, but when I finally send the email, that field gets stripped and is now blank.
So now, when I go back and look into my "sent" folder, the from field is blank.
This does not happen when I send email, via the same exchange account, from my iphone or ipad, only mail.app does this. This also does not happen when I send email through my yahoo or gmail account via mail.app.
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Jun 24, 2012
I have two accounts on mail. When I send it through my business account it shows that it is going thru this account (at the bootom I select that it on my business account) but when I receive the e-mail it goes back to my hotmail account? Why is it switching over and how I can I get it to send with my business account?
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Sep 12, 2014
When I open most window attachments they appear corrupted,is there a way to correct this, i.e.an app or setting
Info:
iMac, OS X Mavericks (10.9.4)
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Dec 13, 2010
I use an iMac with Mac Mail 3.6 (OSX 10.5.8) For some reason when i now attache a file to my mac emails - jpg, tiff, picture etc - it reduces it to approx 50-k (typically from 5mb) I havent changed anything or done anything Due to my occupation this is unacceptable - I need to attach files at their original size.
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Aug 24, 2014
I just realized my Archive.mbox (~/Library/Mail/V2/Mailboxes) is quite big (8.5GB) and I decided to remove old mails with large attachments.
As I use GMail account via POP3, first I removed mails from the Google account and I freed up about 1.5GB extra space. Later, I searched for mails with attachments in Mail.app, then sorted then and started to remove and emptied the trash. This operation was quite weird as some of them where moved to the Trash folder, some not. As I was controlling the space of the Mailboxes folder this is what I noticed:
- Archive.mbox - the size of the mbox didn't change.
- Deleted Messages.mbox increases while removing another mails then decreased while wiping it out (this is what I expected).
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Info:
MacBook Pro, OS X Mountain Lion (10.8.4)
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Sep 9, 2014
Since turning file vault on, third parties can't open email or files posted on company servers. How do send readable files?
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iMac, OS X Mavericks (10.9.4)
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