I have several accounts set up in Mac Mail, some gmail, some others from my website. All outgoing mail is getting stuck in the outbox. I tried the trick of moving com.apple.mail folder and restarting mac mail, but the messages are still stuck.
Any ideas?
Macbook Pro
2.5 i7
16gb
OS X 10.10.3
MacBook Pro, OS X Yosemite (10.10.3), 17"
Good article, but the connection doctor seemed to be the only pathway to resolving the problem. I ran it and got green light on all but one account. I'm not sure how that one account could cause this issue for all accounts. Something else that's happening is that there are unread numbers next to VIP names even though all emails are "read." I'm not sure if that is related.
From the Mail menu bar, select
Window ▹ Connection Doctor
Click the Show Detail button. A drawer opens. Try to send a test 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.
I just sent a test message to myself and it went through just fine. Weird. There's still messages to other people stuck in my outbox. I've also tried changing the "from" email account.
Since it went through, is posting the log info still pertinent?
Try sending one of the stuck messages again.
You said all accounts but one were green and wondered how one failed account in Connection Doctor could block the rest. If that one account is designated as the sole SMTP server of choice (the only way mail can get sent), then nothing using that "avenue" will work.
Change the the sending email address to one of your other email addresses, and trying sending again. That can narrow down the problem account.
As for testing by sending a self email. . .
I've always been told that sending an email to oneself at the same address (or even the same domain) may not be an adequate test. You should send it to a different domain. In other words, if you're testing the sending functionality of a gmail.com email account, send it to an address with a different domain, such as a me.com or hotmail.com.
Personally when I'm having these kind of problems, I simply delete the account in question in Apple Mail preferences or in the system preferences. Then restart the Mac and add that account back using the Add Account wizard in Apple Mail or system preferences. SAVE A COPY of the stuck email before deleting the account or at least copy / paste them to a text edit document.
Another tip: Test your account credentials by going directly to that email's website. For example, Gmail go to Gmail.com, and use your account credentials to login, thus confirming your username and password are correct. If they won't login there, they're certainly not going to login in Apple Mail.
Good luck.
Mac Mail Messages Stuck in Outbox
