Mail For Mac Not Sending

  
ForHi tipsycat, Mail For Mac Not Sending

Check for status messages You might see a status icon such as a lightning bolt or warning symbol next to your account's inbox in the Mail sidebar, or in the top right-hand corner of the Mail window. Click it to find out more. If the status is Network Offline, make sure your Mac is. When you set up your account in Apple mail, you are asked to enter the application specific password. I had no issues receiving gmail after that, but also could not send gmail through Apple mail. I had to go into the advanced settings and change the password for outgoing mail (i.e. There are 2 places you must change your password) and since. In the Mail app on your Mac, if the Send button is dimmed in the toolbar of your message, or your message can’t be sent using the outgoing mail server, try these suggestions. Make sure the outgoing (SMTP) mail server is specified as directed by the provider of your email account. If you use Mail on your Mac, learn ways to solve problems when sending, receiving, and viewing emails.

Welcome to Apple Support Communities. I understand that you're seeing your Mail app displaying that it is sending messages after all messages have been sent and you have removed the account. I know it's important to be able to rely on your Mail app to work as expected, and I'm happy to help.
You mentioned you have closed Mail and re-opened it, but are still seeing the same behavior. I'd like you to force the Mail app to quit: Force an app to close on your Mac, then hold down on the shift key when you re-open Mail. This will prevent the Mail app from re-opening any documents or windows.

Mail For Mac Not Sending Encrypted

If you find you're still experiencing the issue, the next step will be to boot your Mac in safe mode. This will perform a directory check of your startup disk, and remove some cache data. After your Mac has booted into safe mode, open Mail to test for the issue, then restart your Mac normally and test for the behavior again.

Start up in safe mode

To start up in safe mode:

  1. Start or restart your Mac, then immediately press and hold the Shift key. The white Apple logo appears on your display. If you don't see the Apple logo, learn what to do.
  2. Release the shift key when you see the login window. If your startup disk is encrypted with FileVault, you might be asked to log in twice: once to unlock the startup disk, and again to log in to the Finder.

Macbook Mail Not Sending

To leave safe mode, restart your Mac without pressing any keys during startup.

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Try safe mode if your Mac doesn‘t finish starting up
Warmest Regards.

Nov 15, 2016 2:50 PM