Why is email stuck in my outbox?

I keep getting this error message and can't send emails. Please help!!
Connections to the server “smtp.me.com” on the default ports timed out.
Select a different outgoing mail server from the list below or click Try Later to leave the message in your Outbox until it can be sent.

Switch iCloud Mail off (in System Preferences, then switch it back on)
smtp.me.com is an incorrect address, forcing iCloud to set Mail up again may fix it.
Just noticed your profile says Snow Leopard, is this what you have or did you upgrade?

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Emails stuck in the outbox

Very often emails stuck in my outbox, sometimes it can go 1 or 2 and leve the otheres in the box. Big problem for me help

Try to force close the mail app. Double tap the home button. You'll see the app icons and previews line up on the screen. Scroll sideways if needed to get to the mail preview. Flick that preview up and off the screen then single tap the home button to exit that mode. See if your mail will send.

Emails stuck in Mail outbox

Emails are stuck in the outbox, probably because the SMTP mail server is stuck on "Gmail (Offline)", with no online option. How do I get emails in my outbox to send? There are no emails with attachments in the outbox and this issue applies to my MacAir but not my iPhone.

Hello camalama,
Thank you for all the information you provided about what is going on with your email on your MacBook Air. You have already taken some good steps to isolate the issue to your MacBook Air. I recommend following the steps in the following article to continue isolating and troubleshooting the issue you are experiencing with Mail:
OS X Mail: Troubleshooting sending and receiving email messages
http://support.apple.com/kb/ts3276
Thank you for using Apple Support Communities.
Best,
Sheila M.

Cant send emails stuck in my outbox?

Hi, have read just about every query and reply regarding messages stuck in outbox, and have tried just about every suggestion and tip going, but my mail still sits there stubbornly refusing to go.
I tried rebooting; I tried refreshing; I tried going into settings and verifying the email account; I tried re-entering the default account; I tried closing the app and restarting it; I tried double pressing the home button; you name it I tried it, but nothing works. Those emails are just sitting there refusing to budge. I am at my wits end!
Please can somebody give me some more things to try?! Thank you.

iOS: Unable to send or receive email
http://support.apple.com/kb/TS3899
Can’t Send Emails on iPad – Troubleshooting Steps
http://ipadhelp.com/ipad-help/ipad-cant-send-emails-troubleshooting-steps/
Setting up and troubleshooting Mail
http://www.apple.com/support/ipad/assistant/mail/
Server does not allow relaying email error, fix
http://appletoolbox.com/2012/01/server-does-not-allow-relaying-email-error-fix/
Why Does My iPad Say "Cannot Connect to Server"?
http://www.ehow.co.uk/info_8693415_ipad-say-cannot-connect-server.html
iOS: 'Mailbox Locked', account is in use on another device, or prompt to re-enter POP3 password
http://support.apple.com/kb/ts2621
iPad Mail
http://www.apple.com/support/ipad/mail/
Configuration problems with IMAP e-mail on iOS with a non-standard SSL port.
http://colinrobbins.me/2013/02/09/configuration-problems-with-imap-e-mail-on-ios -with-a-non-standard-ssl-port/
Try this first - Reset the iPad by holding down on the Sleep and Home buttons at the same time for about 10-15 seconds until the Apple Logo appears - ignore the red slider - let go of the buttons. (This is equivalent to rebooting your computer.)
Or this - Delete the account in Mail and then set it up again. Settings->Mail, Contacts, Calendars -> Accounts Tap on the Account, then on the red button that says Remove Account.
 Cheers, Tom

Large email stuck in my outbox

My Mail program has frozen!! I tried to send an email with a file attached to it. I accidentally attached the entire folder the file was in instead of the file itself. The folder is 250Mbs. I realised what I did, and tried to stop it sending, the only way was to force quit Mail. Now Mail seems to be trying to send this folder and wont receive any emails. The activity monitor is stuck half way, I have left it for a while but still no joy.
Can I reset re install or something else to get Mail working again.
I use a .mac account and this works fine on my other mac.
Thanks for any help.
Alf

Sounds like you constipated your email program!
Here is the Ex Lax: Go into the Outbox and swipe Left/Right on the message. A red DELETE button should appear. Tap it to clear the message.

Outgoing email stuck, but no Outbox appears

I tried to send an email a couple of weeks ago, but it was never sent. Now everytime I go into my account, I get a little status bar on the bottom which looks like it's trying to send the email, but it never goes anywhere. How can I clear this email or just delete it? I don't even get an "Outbox" where I can go in and delete an outbound email.
Help!

Thanks very much for the tip...I tried it, but I still get the "Sending 1 of 1" message.
Any other suggestions?

HT1430 why do emails stay in the outbox?

trying to send email and messages stay in outbox and won't go, using my ipad. even hitting "try again" won't send. my desktop Mac is fine
what can I do to fix this? I have restarted numerous times

My guess is you have a port number not set correctly in Settings > Mail, Contacts, Calendars > [your email account]
Here's the iPad Mail Setup Assistant:
http://www.apple.com/support/ipad/assistant/mail/
Go through it. It may well help. At worst, delete your email account and use the Mail Setup Assistant to set it up again.

N8 Belle Refresh email stuck in Outbox

Hello
I have an N8 running Belle Refresh (updated a month ago).
I've had an email stuck in the Outbox for over a week. I only found it by accident.
I can't move it or open it, it just says "Unable to open while sending".
It seems all I can do is delete it, but I don't want to as I can't remember exactly what I wrote in it.
Any ideas please ?

i would check the email by logging into your mail account on a PC.

TS3276 email stuck in outbox

I have a blast email stuck in my outbox. how do I delete the email message? I have about 80 email addresses that I am trying to send .
the message has been there since June 2013?

Back up all data. Rebuild the mailbox. Try to delete the message again.

Why are emails getting stuck in outbox and picture msgs not sending??

I just traded my iphone 4s and got an iphone5.
I have my work email (exchange) and my gmail account set up on my phone. As soon as I updated to IOS 6, I started to have these problems:
When I send emails out, they get stuck in my outbox.
When sending picture msgs, they just stay in sending status.
A problem with Internet links not opening on safari.
I did everything that you can think of, restarted the phone, reset network settings, restored to factory settings and setup as NEW iphone, checked all email and exchange settings (all are correct) and they way they worked on my 4S, deleted my exchange profile on the work server.
I did all that you can think of and nothing was a permanent fix.
Apple Geniuses, please help us get this resolved. Other co-works are having the same problems.

Are you still using iOS 7.0.3 as stated in your profile? if so, update to 7.1. If already on 7.1:
1. Reset phone (no data loss): Press both the home and power buttons, releasing when the Apple logo appears.
2. Delete and re-enter your iCloud account.

A large email with documents is stuck in my outbox, how can I delete it?

A large email with several documents is stuck in my outbox, it tries to send each time I open mail but it's been in there for over a week and is clearly to big to make it through. I want to delete it from my outbox, how can I do this?

Sounds like you constipated your email program!
Here is the Ex Lax: Go into the Outbox and swipe Left/Right on the message. A red DELETE button should appear. Tap it to clear the message.

Email stuck in outbox if sending mail from a shared mailbox

Hi,
Some user mailboxes have recently been migrated from Exchange 2003 to Exchange 2010. Shared mailboxes are located on Exchange 2003 still for the time being.
Some users have send as permissions to a shared mailbox. In Outlook the users are logged in as themselves and using the from field send an email from the shared mailbox.
The email is sent and delivered to its recipient.
The email is however stuck in the outbox of the users mailbox.
I have tried recreating the Outlook profile, windows profile and using a different PC, but the mails still get stuck in the outbox.
If outlook is changed to use cached mode then the emails are delivered. We don't want customers using cached mode though.
If I migrate the shared mailbox to Exchange 2003 I still have the problem.
If I migrate the users mailbox to Exchange 2003 then the problem goes away.
On the Laptop I am testing this on it is Windows 7, Office 2003. I have also tested on another computer with Windows 7 and Outlook 2007. Outlook safe mode doesn;t help or turning off windows firewall.
Has anyone experienced a similar issue?
Regards
Matt

Hi,
Based on your description, I found this kb below:
http://support.microsoft.com/kb/2703723/en-us
This problem occurs when all the following conditions are true:
Your Outlook profile is configured in online mode (not cached Exchange mode).
You have the DelegateSentItemsStyle registry value set to 1.
There is no resolution to this problem other than to either switch your profile to cached Exchange mode or set the DelegateSentItemsStyle registry value to zero (0).
Note If you set DelegateSentItemsStyle=0 in the registry, email messages that you send from a shared mailbox will be copied to
your Sent Items folder and not the Sent Items folder of the shared mailbox.
Important
This section, method, or task contains steps that tell you how to modify the registry. However, serious problems might occur if you modify the registry incorrectly. Therefore, make sure that you follow these steps carefully. For added protection, back up the
registry before you modify it. Then, you can restore the registry if a problem occurs. For more information about how to back up and restore the registry,
http://windows.microsoft.com/en-US/windows7/Back-up-the-registry
1.Exit Outlook.
2.Start Registry Editor.
Click Start, type regedit in the Start Search
box, and then press Enter. If you are prompted for an administrator password or for confirmation, type the password, or click
Allow.
3.Locate and then select the following registry key:
HKEY_CURRENT_USER\Software\Microsoft\Office\x.0\Outlook\Preferences
（Note In this key path, the placeholder x.0represents 15.0 for Outlook 2013, 14.0 for Outlook 2010, 12.0 for Outlook 2007, and
11.0 for Outlook 2003.）
4.Select the DelegateSentItemsStyle value.
5.On the Edit menu, click Modify.
6.Type 0, and then click OK.
7.Exit Registry Editor.
8.Start Outlook.
Regards,
Melon Chen
TechNet Community Support
It's recommended to download and install
Configuration Analyzer Tool (OffCAT), which is developed by Microsoft Support teams. Once the tool is installed, you can run it at any time to scan for hundreds of known issues in Office
programs.

Outlook 2013 email stuck in outbox and after restart outlook deletes them

We're running outlook 2013 + Exchange 2010 SP3.
I have a user that twice now has called helpdesk to say his email is stuck in his outbox. His client was in cached mode but connected to the exchange server. The first time, after trying a manual send/receive, I exited outlook and very quickly saw the outbox
empty of the 9 items that were there. I went over to sent items expecting to see them there and they weren't. The recipients never received the emails.
Today, the same thing happened (it's 2 weeks later and he hasn't had the problem since) but this time we saved everything before exiting outlook. When outlook started again, the messages in outbox were deleted. I did message tracking on the transport servers
and they never made even made it to the hub transport. However, because I had a record of the precise emails he was responding to this time, I search for them and they actually show that he has replied at X:XX time, but they were never sent.
I think this has something to do with cached mode so I've switched his client to online mode in the meantime but I was wondering if anyone has seen anything like this. It's the first time I've ever seen outlook (Any version) actually delete email.

I'm getting the exact same thing with one of my users.
We're using Gmail connecting to outlook through a add-in (Google Apps Sync).
The user in question has this occur about once a month. As we don't use exchange it can't be the link to exchange that's causing this. I think it's got to be down to something in the local mail cache, OST file?
We have a lot of users in our business, none have reported this issue apart from this one user. The only thing which differentiates this user from the rest is that she has a lot of PST files mapped and open at any time. I'm talking like 30+ which is
killing performance. I know this is a huge NO NO in terms of operations but this user is adamant that she needs each and every PST open. She has management back her up with this so my hands are tied. I'm wanting to abolish outlook and just use gmail, just
so that I have an excuse to get all her mail in the cloud.
But anyway, this has to be something to do with the local mail store running out of memory or something like that.
If I ever get mails into the cloud, I'll let you all know if this issue stops occurring.

Email stuck in outbox.

When I attach a photo to an email and try to send it, it is stuck in my outbox (which I can't get to). POP3 account. Any ideas what the problem might be?

It's happening to me again as well.
There are previous archived [unable to reply] topics on this as well:
http://discussions.apple.com/thread.jspa?threadID=1569895&start=15&tstart=0
http://discussions.apple.com/thread.jspa?threadID=1551180&start=15&tstart=0
Occasionally mail with simple text will go through, or you think it does...but it rejects those with attachments. Changing the ports, check/unchecking the SSL makes you think something is happening--but like before the most likely culprit seems to be Apple doing something with their .me servers [notice they're rolling out their new MobileMe beta application now].
Anyone else having similar issues?

UCCX 8 agent Email stuck in outbox

Hi,
I have UCCX 8 version 8.0.2.1100 new installation. The UCCX 8 can't send emails trough Exchange 2007. When you login to windows PC with the same credentials used by UCCX and open outlook you can see all messages stuck in the outbox. This happens to auto responses and email responses send from agents.
I have UCCX 7 with different login to this same Exchange server setup identically that works correctly.
Thanks for any help and suggestions ,
Robert

I did get this resolved. The Exchange Connector properties had to be adjusted
Under the Authentication Tab only "Basic Authentication" had to be selected.
See the 2 attached screen shots of my settings.
Hope this helps.
Robert

Why is email stuck in my outbox?

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