Since upgrading to Mavericks, sent mail no longer appears in the Sent mailbox (older msgs are there, but not new ones)

I upgraded to Mavericks two days ago, and now when using Mail, the messages I send no longer appear in the Sent mailbox. All the older messages are still there, just not the newer ones. I tried rebuild, to no avail.

MacBook Air (13-inch Late 2010), OS X Mavericks (10.9)

Posted on Oct 29, 2013 2:01 PM

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14 replies

Oct 29, 2013 11:27 PM in response to Dennis Baron

Quit Mail. Force quit if necessary.


Back up all data. That means you know you can restore the Mail database, no matter what happens.


Triple-click anywhere in the line below on this page to select it:

~/Library/Mail/V2/MailData/Envelope Index


Copy the selected text to the Clipboard by pressing the key combination command-C. In the Finder, select


Go Go to Folder


from the menu bar. Paste into the box that opens (command-V), then press return.


A Finder window will open with a file selected. Move the selected file to the Desktop, leaving the window open. Other files in the folder may have names that begin with "Envelope Index". Move those files, if any, to the Trash.

Log out and log back in. Relaunch Mail. It should prompt you to re-import your messages. You may get a warning that the index is damaged and that Mail has to quit. Click OK.


Test. If Mail now works as expected, you can delete the file you moved to the Desktop. Otherwise, post your results.

Nov 22, 2013 2:05 PM in response to ohma81

I have tried all the above, plus rebuilding and removing the account and setting it back up.


Interestingly, I can see all the messages sent with this account (Exchange/Office365) from my iPhone, but none of the messages sent using Mail.app on my Mac (running 10.9 with Mail update).

The worst part is I only just noticed that those saved messages are NOWHERE to be found (not even buried in the Library), which means I just lost about a week's worth of sent messages. Not cool when we're talking about work emails.


My working theory is that the service/function to sync the Sent folder for Exchange/Office365 accounts is broken in Mail v7.

On a related note - none of my replies show up in message conversations/threads, which further supports my theory that those messages are just gone. This is also confirmed by the fact that none of my sent messages for this account show up in Outlook 2011.


Very poor show, Apple.

Nov 25, 2013 2:46 PM in response to thegirlgenius

Solved it!


OK, so it required trashing all my account settings, Mail folders, etc., but thankfully all my accounts are IMAP or Exchange. Here's the list of files I pulled out:

1. ~\Library\Mail

2. ~\Library\Mail Downloads

3. ~\Library\Preferences\com.apple.mcc.accounts

4. ~\Library\Preferences\com.apple.mail-shared.plist

5. ~\Library\Preferences\com.apple.mail.plist

6. ~\Library\Preferences\com.apple.mail.plist.lockfile

7. ~\Library\Preferences\com.apple.MailMigratorService.plist


As always when messing with Library files, I would recommend moving the files to the desktop (rather than deleting them immediately), as you may realize you need to restore them for some reason. Once you can confirm everything is working, you should be ok to trash them. (Probably best to make sure you have a back up anyway, before starting.)

Nov 26, 2013 6:07 AM in response to jklindt

Hi there,


Gmail actually uses a protocol called IMAP, whereas Exchange is a Microsoft-branded product and uses its own proprietary kind of connection protocol.


If you are using Mail in Mavericks with Gmail, I would suggest you look at the following article, which describes a lot of the issues people encountered when first upgrading: http://tidbits.com/article/14219


Additionally, most issues with Mail and Gmail in Mavericks were resolved with the an update to Mail, so maybe just running updates could solve it. If it doesn't, you might simply need to remove the account from Mail settings and then add it back.


Good luck!

Dec 31, 2013 10:11 AM in response to Dennis Baron

I had the same problem and after testing I found the solution (for me at least).


I had three accounts with Exchange via my email provider. However, I used the SMTP outgoing server from my optical fiber supplier (KPN). When I send mail using that server, Mail did NOT copy a asent mail in the sent folder. However, when I used the smtp server from my email provider, it did! So, it is obvious that this version of mail cannot handle different servers for incoming and sending mail. Only when it is the same, there are no problems...

Feb 19, 2014 10:09 AM in response to Dennis Baron

I encountered the same problem over the past few days in Mavericks. I noticed something new in the sidebar after installing Ironic Software's Email Archiver Pro. Under com.apple.Mail.Backup, there were several entries for Sent Messages. When I thought about it, I stopped seeing sent messages for my IMAP account about the time I installed Email Archiver Pro. On a hunch, I closed Mail, uninstalled Email Archiver Pro, then reopened Mail. I sent myself a test email and it was once again displayed in the Sent folder.


Hope that helps someone.

Sep 3, 2014 8:16 AM in response to ohma81

The solution posted by @ohma81 worked for me.


It was affecting me as well since upgrading to Mavericks.


  • Sending mail from my iPhone would appear in office 365 sent folder.
  • iPhone sent mail would also appear on my mac sent folder.
  • Sent mail from mac wouldn't appear in any sent folder... anywhere
  • Sending mail from mac would take at least 10-20 seconds to send


Used the solution posted above and now they send instantly and appear in all sent folders.


Thanks again!

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Since upgrading to Mavericks, sent mail no longer appears in the Sent mailbox (older msgs are there, but not new ones)

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