Outgoing mail stays in the outbox.

I am unable to send mail on my Macbook Pro (OSX, version 10.9.5). It appears to send, but when I check the outbox, it is still there. This happens with and without attachments. The problem doesn't appear to be with my gmail account.

OS X Mail: Troubleshooting sending and receiving email messages

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Outgoing e-mails stays in the outbox

I have the N95 and have it synched with my server at the office. For about 2 weeks I haven't been able to send e-mails from my phone, only receive and retrieve. No changes have been made that I know of. Can any updates to the server have anything to do with this, or something else that I am not aware of?

Hi Select mail and then select preferences. Then select accounts and then advanced. In here select "use ssl". Regards

TS3276 I can't send emails - they stay in the outbox

I am unable to send or reply to emails. They stay in the 'outbox' and the wheel spins by the "Sent" box.

Mail: Troubleshooting sending & receiving email messages (OS X Lion, Mac OS X v10.6)

Mail error "Verify that you have addressed this message correctly. Check your SMTP server settings in Mail preferences and verify any advanced settings with your system administrator.Select a different outgoing mail server from the list"

The Mail application has suddenly started giving error:
"Verify that you have addressed this message correctly. Check your SMTP server settings in Mail preferences and verify any advanced settings with your system administrator.Select a different outgoing mail server from the list"
It was working fine till yesterday, suddenly it stopped. I have 3 email accounts configured here, 2 are on exchange servers and one yahoo. Connection verification works and shows all servers as green.
Any inputs?

I had 3 accounts, 2 ms exchange accounts and 1 yahoo. After removal of yahoo, everything is back to normal.
Regards
Rohit

Have downloaded Yosemite and lost my outgoing mail settings in the process. I can still receive email from all my mail accounts but cannot send any...

I have downloaded Yosemite but lost my outgoing mail settings in the process. I can still receive mail from all my accounts but cannot send any...

Open mail
click on mail on top
click preferences
click accounts tab
scroll down to TLS Certificate
click up & down arrow and select (com.apple.idms.appleid )
It worked for me

How do you get mail out of the Outbox?

How do you get mail out of the Outbox? I've taken pictures and am trying to email them. The emails are stuck in Outbox.
lee.ann3

Thanks Diggie, your response was very close. I clicked on the email several times. It came up and gave me the option to Send. I clicked Send and my recipients received the email.
I did not have to delete and reinstall my email account.
Have a good day.
lee.ann3

I just purchased an ipad and I can receive e-mail but I can't send or reply. I get a message that the e-mail is in the outbox because the server won't allow 'relaying.' What do I need to do?

I just purchased an ipad2 and I can receive e-mails but I can't reply to or forward them. I also can't send a new e-mail. I receive a message that the e-mail has been placed in the outbox because the server won't allow 'relaying.' On my laptop, using the same e-mail server, I am fine. What can I do to make the ipad2 e-mail function properly?

Contact whoever manages your email server and ask them what ports and security to use for SMTP from remote locations. ISPs and email admins often require different SMTP settings when sending email when not connected to the server's or ISP's network.

My outgoing mail is stuck in outbox. Why?

I've done everything I can think of. I've deleted the account and re-added it, restarted my computer, and verified SMTP settings. Any ideas why my mail would be getting stuck in the outbox? Also, I have four different email accounts, three Gmail and one Zoho. All are getting stuck.

From the Mail menu bar, select
Window ▹ Connection Doctor
Click the Show Detail button. A drawer opens. Try to send a message and post the text that appears.
Anonymize any private information before posting. That means names, email addresses, contents of messages, and anything else that you don't want to make public.

Outgoing mail gets stuck in outbox?

Using MacMail. When sending mail, it seems to be getting stuck in the outbox for a long time. It gets sent to "onmymac" rather than the outbox for the particualr mail I'm using.

The solution below was found at: https://discussions.apple.com/thread/6351214
It appears to have solved the issue for me.
Linc Davis
Jun 9, 2014 9:53 PM
Re: Mail is getting stuck in my outbox?
in response to Hydro99
Please follow these directions to delete the Mail "sandbox" folders. In OS X 10.9 there are two sandboxes, while in 10.8 there is only one. If you're running a version older than 10.8, this comment isn't applicable.
Back up all data.
Triple-click anywhere in the line below on this page to select it:
~/Library/Containers/com.apple.mail
Right-click or control-click the highlighted line and select
Services ▹ Reveal
from the contextual menu.* A Finder window should open with a folder named "com.apple.mail" selected. If it does, move the selected folder—not just its contents—to the Desktop. Leave the Finder window open for now.
Log out and log back in. Launch Mail and test. If the problem is resolved, you may have to recreate some of your Mail settings. You can then delete the folder you moved and close the Finder window.
This action will delete any custom Mail stationery that you have created. If you want to preserve it, ask for instructions.
If you still have the problem, quit Mail again and put the folder back where it was, overwriting the one that may have been created in its place. Repeat with this line:
~/Library/Containers/com.apple.MailServiceAgent
Caution: If you change any of the contents of the sandbox, but leave the folder itself in place, Mail may crash or not launch at all. Deleting the whole sandbox will cause it to be rebuilt automatically.
*If you don't see the contextual menu item, 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 and paste into the box that opens by pressing command-V. You won't see what you pasted because a line break is included. Press return.

TS3899 Outgoing Mail goes into an outbox. I cannot access it

I have tried everything the help communities suggest. Nothing works. Nearly every day something winds up in the outbox for no discernible reason. How can I access mail in the outbox, edit it and send it? Judging from the number of questions about this problem on the websites, it is a common problem. Most of the time there is no answer to the questions posted about this problem. I have had no luck asking Apple Support.

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
iPad Mail
http://www.apple.com/support/ipad/mail/
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

HT1430 I have an iPad and iPhone. I have had both devices set on the same Outgoing Mail Servers but the iPad has stopped sending emails. I have tried everything without success. The iPhone is still working properly.

I have an iPad and iPhone. Both devices have been set with the same outgoing mail server. All of a sudden the ipad stopped sending emails but the iPhone still sends emails. I have tried everything but the iPad will not send.

Try this out:
You delete your Mailaccount on your iPad and then add the same new...
At the most times it helps...

Outlook 2010 and Mail Sticking in the Outbox

This is a non-network question for Outlook 2010. I am not using an Exchange server. I am set up at home using Outlook 2010 on a home cable connection. Every time I send an email it hangs in the Outbox. There are no errors.
If I go to the Outbox and send it from there it sends without a problem. I have tested the cable router and line with no problems. Do you think it could be a problems with Outlook itself? Please advise.
Michael T. Glenn

Hi,
I suggest you disable the firewall and anti-virus program to try again, they are more likely to cause this kind of issue.
Moreover, there are several steps that we can try to troubleshoot this issue.
We can start Outlook in Safe Mode to determine if it's 3rd-party add-ins related:
Press Win + R and type “outlook.exe /safe” in the blank box, then press Enter.
If there’s no problem in Safe Mode, disable the suspicious add-ins to verify which add-ins caused this issue.
Please also run Scanpst.exe to repair your Outlook Data File to check the result:
http://support.microsoft.com/kb/272227/en-us
We can also create a new profile to re-setup your email account:
http://support.microsoft.com/kb/829918/en-us
Regards,
Melon Chen
TechNet Community Support

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.

I want my "From" address to default to a specific one. I have deleted the outgoing mail server for the one I don't want to use but it still comes up write

Since Comcast will no longer allow me to "send" from my AOL Address I need to change my "from:" address on every e-mail I send. I thought I could make my Comcast outgoing server the default one and that would take care of it - it didn't. Then I thought I could just delete my AOL outgoing server and Thunderbird would then have to use my Comast Outgoing Server - it doesn't. I can continue to try and remember to change the
FROM with the drop down list but it would sure be nice if I could save this aging brain of mine and make the software default for me.

Why not just add an AOL server to Tools/Account Settings/Outgoing Server (SMTP) and then have that server selected in Tools/Account Settings/<i>aolaccount</i> in the Outgoing Server (SMTP) dropdown in the right pane? Use these settings: smtp.aol.com on port 465, SSL/TLS security, Normal password authentication, User name = your screen name.

Why is outgoing mail rejected by the Exchange server?

Hi all.
One in every 10 emails sent via Mavericks Mail is being rejected by my Exchange server. It's more like one in two emails with attachments. Shutting down Mail and re-opening doesn't help. Eventually I get the rejection window and list of servers: when I click the one I'm already trying to use, it sends! I'm presuming this is a bug, or something's changed in the way Mavericks Mail deals with Exchange because nothing else has been altered.
Yours,
Aidan

Hey Aidan!
You may want to try some of the troubleshooting steps listed in the following article in an attempt to resolve this issue:
OS X Mail: Troubleshooting sending and receiving email messages
http://support.apple.com/kb/ts3276
Thanks for using the Apple Support Communities!
Cheers,
Braden

Outgoing mail stays in the outbox.

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