Mail.app can't send mail, connection ok

Do you see the Outbox in the folder list? If yes, check to see if there is a stuck message in the Outbox. If yes, delete the email or move it to drafts.

Still not working....

Quit Mail.

Go to the User's Library (see below) > Mail > V2 > Maildata folder

Delete the three files with Envelope in the name. If there are more with additional info after the name, delete everything that starts with Envelope.

Envelope Index

Envelope Index-shm

Envelope Index-wal

In the Mailboxes folder, delete the Outbox.mbox

Open Mail. This will reindex your files.

Now try sending.

Show User's Library

The User's Library folder is hidden by default. To unhide: Select the Finder in the Dock. Under Go in the Menu bar > hold down the Option key and you’ll see the Library.

Finding the User Library Folder

http://www.takecontrolbooks.com/resources/0167/site/chap11.html#FindingtheUserLi braryFolder

Hi. You may find useful info in this article: If you can’t send or receive email on your Mac - Apple Support

You may also try to re-create your account by following these steps.

Removing an Exchange or Internet Message Access Protocol (IMAP) account doesn’t permanently delete the account’s mailboxes and messages because they are stored on the mail server. To retrieve the account’s mailboxes and messages from the server, add the account again in Mail.

1. Open Mail.app. Go to Mail > Preferences and select the Accounts tab;

2. Select your affected account;

3. Click Remove ➖ at the lower left of the screen;

4. Quit Mail.app.

Then, create new account:

1. Click the + at the lower left of the screen. Select 'Add Other Mail Account…'

2. Fill in your name, email address and password;

3. Click the Create button.

Most likely you just need to add the password for SMTP settings.

Under Windows in the Menu bar select Connection doctor. You will see green to indicate a connection and red to show there is a problem. Except for iCloud & Exchange accounts you'll see two entries for each account 1) receiving and 2 SMTP for sending.

EDIT SMTP SETTINGS

In Accounts window > Outgoing Mail Server SMTP: select to Edit SMTP Server list... from popup.

Select account in the list.(It's not uncommon to find extra SMTP servers listed. When you remove account, Mail does not delete the smtp info. You might need to do some clean up in the list to remove the extras.)

Under Advanced Tab:

Apple defaults to the default ports (25,465, 587) but some servers prefer a custom port. Check to see what port they recommend. Gmail for example likes 465, Outlook.com 587.

Verify if your server require SSL.

User Name. Enter full email address eg. UserName@gmail.com

Add password if it is blank.(If you have two step authentication setup, you'll need to get an app specific password more info)

http://www.google.com/landing/2step/

Open Connection Doctor under Window in the Menu bar.

Do you see green light now for your account SMTP?

Select Drafts folder. (not the top drafts but the account drafts folder)

Under Mail box in the Menu bar, select Rebuild

After rebuild, try saving as a message as drafts.

If this works, do the same for Sent folder.

Otherwise, remove the IMAP account then add it back.

In Mail's folder list scroll down and look for the Outbox.

Do you see a messages stuck in the Outbox. If yes, move it to the "On My Mac" trash.

Log into your account in your browser. Make sure the message is not showing in the Outbox, Drafts or Trash.

Remove the account once again then add back. If you still have problems, let's try the full monty on Mail.

With Mail quit...

With Mail quit....

Go to the User's Library folder. This folder is hidden by default. To unhide: Select the Finder in the Dock. Under Go in the Menu bar > hold down the Option key and you’ll see the Library.

• Go to Containers. Drag the com.apple.mail folder to the Desktop

• Go to Mail folder.

Select the V2 > MailData folder.

Delete any files in MailData with envelope in the name. (should be 3)

• Go to Preferences. If you find any com.apple.mail.plist files, delete these.

Log out under the Apple in the Menu bar

Log in

Open Mail. Mail will reindex your files.

Many plugins have problems keeping updated to work the the OS X updates. I stopped using Universal Mailer quite some time ago when it was slow to update for the latest OS X.

Keep us updated as you test Mail with/without this plugin activated.

I have this problem too. Only time I can send mail is if I restart my computer. I can receive just fine.

I have several accounts, but only the iCloud/mac account is the problem.

Connection doctor shows all green. Settings haven't changed and yes I've added my password. Yes I've deleted and reentered the account.

All my sent emails sit in the outbox.

I do not believe I have "Universal Mailer" as it doesn't show up when I do a search on my computer.

I should NOT have to restart my computer every time I want to send an email. Please help.

Macbook Air

OS X 10.9.5

Mail 7.3

TIA

I have been trying to send mail through Apple mail for six months, but it won't send do to some error. When I try to put in a PW it is gray, so I cannot proceed.