Sent items show twice on MAIL (IMAP)

Hi everyone!

I need your help! 🙂

As the title suggests, I am experiencing an issue with the Mail app on my MacBook Pro. A few days ago, Hotmail/Outlook announced they started supporting IMAP and I thought that it would be the great way to sync my mail across all my devices (MacBook Pro + iPhone) and proceeded to set up my account as an IMAP account on all of them. Everything went flawlessly... Until today. Indeed, I noticed that when sending e-mails from Mail (OS X), the sent items would show up twice in the sent folder. It is all the more annoying since it syncs across my devices and I get these duplicates on my iPhone and on the web interface as well. Strange thing though, this does not happen when sent from my iPhone (or from the web for that matter), indicating clearly that the issue lies within the Mail app for OS X.

So my question is: does anyone know how to fix this and still let me sync my sent items across all my devices? What are the appropriate settings that I have to use to properly achieve this?

Thank you very much for your help!

Kind regards,

MacBook Pro (13-inch Early 2011), OS X Mountain Lion (10.8.5)

Posted on Oct 4, 2013 3:02 PM

Reply
195 replies

Jun 8, 2014 1:03 AM in response to dianeoforegon

dianeoforegon wrote:


To Map a default folder that's on IMAP, select the IMAP folder.

Under Mailbox in the Menu bar, select use this mailbox as.....

Yes, but keep in mind that doing so will re-enable the "Store sent messages on the server" option! And if you have enabled the "Delete sent messages when" option then it would now result in deleting sent messages from the server! Please understand that I am suggesting a workaround that does not allow you to view your sent messages in the standard sent folder, however it will let you avoid duplicates if you set it up exactly as I mentioned (as shown below).


User uploaded file


User uploaded file

Jun 8, 2014 1:08 AM in response to applicability

applicability wrote:


dianeoforegon wrote:


To Map a default folder that's on IMAP, select the IMAP folder.

Under Mailbox in the Menu bar, select use this mailbox as.....

Yes, but keep in mind that doing so will re-enable the "Store sent messages on the server" option! And if you have enabled the "Delete sent messages when" option then it would now result in deleting sent messages from the server!

Not if you switch the setting from Delete when One Day Old, to Never.


User uploaded file


Your suggested setup is incorrect. Folders should be correctly mapped, the fact that Outlook.com still doesn't work right for some people is Microsofts problem, one that they have had enough time to fix by now.

Jun 8, 2014 1:15 AM in response to Csound1

Your suggested setup is incorrect. Folders should be correctly mapped, the fact that Outlook.com still doesn't work right for some people is Microsofts problem, one that they have had enough time to fix by now.

I am really impressed by your trolling skills!


It's besides the point whether my setup is "incorrect" according to you/Apple. The point is that in the interim until one of the companies steps up and caters to the other, I can still work productively without seeing duplicate Sent messages.

Jun 19, 2014 3:27 PM in response to applicability

What's with Csound1 being such a nuisance? Be productive or leave. Nit picking peoples posts to beat your chest when you ignore the spirit and intention of the post proves little. I'd never normally go to the trouble to post something like this but Csounds1 constant nagging is embarrassing.


Thanks for a possible workaround applicability which I may try if testing with another outgoing server gives grief.


Csound1, I agree that ideally Microsoft should fix it, but until then, what's your solution aside from ripping people down in the hope it makes you look correct?

Jul 23, 2014 2:43 AM in response to Valedictorian

I have the same problem. It seems that Mail is creating its own copy in the Sent folder, and Outlook.com is doing so as well, creating these duplicates.


This is a known issue over at Microsoft. At http://answers.microsoft.com/en-us/outlook_com/forum/oemail-oapps/duplicate-sent -emails-from-mac-mail-via-imap/f4f73bc1-84e0-4be8-8bbe-20e31ba301f4, they say the following:


Please be informed that we are aware of this issue and we are still investigating what is causing this issue.Rest assured that we have a high degree of urgency in addressing this issue as quickly as possible. They will post for an update once it has already been resolved.


Not clear where they will post the update.


The only solution I have seen which makes sense is to use a different SMTP server, not at Microsoft (neither outlook.com, nor live.com).

Jul 23, 2014 12:19 PM in response to ces3001

The only solution I have seen which makes sense is to use a different SMTP server, not at Microsoft (neither outlook.com, nor live.com).

Using a different SMTP server is seen as relaying.


Explanation: 5.7.1 Unable to relay for <outgoing address>/ Relaying is prohibited


Relaying means that you are trying to send a message through a mail server without being logged in to that server, and the people who run the server have chosen to disallow that to prevent spammers from using the server.


Example. You have an account on Comcast and you also have an account via your domain hosted on pair.com. You cannot use the SMTP for your pair account to send via your ISP host Comcast. This is relaying. You can use your Comcast SMTP to send your pair mail.

Sep 5, 2014 2:10 PM in response to dianeoforegon

dianeoforegon wrote:


To Map a default folder that's on IMAP, select the IMAP folder.

Under Mailbox in the Menu bar, select use this mailbox as.....


User uploaded file

OK tried this, now instead of having two apparent copies in Mail, I now have one, but then really do have two copies in Outlook.com web side server.

So then I have to uncheck the Store Sent Messages on Server (like Csound1 said), but tthen I have no copies on the server.

So then I do your solution again then I get two copies again.... endless loop.


Sorry, not a solution that I can use.

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Sent items show twice on MAIL (IMAP)

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