Mail won't send but Connection Doctor says smtp account OK.

Mail won't send but Connection Doctor says smtp account OK.
I can receive mail but can't send it from Mail 3.5. Same problem on a wired G5 and on a wi-fi MacBook (using the same account), so not hardware related. Worked fine 'till today - I didn't change anything in between times. Incoming mail no problem. Tried mail rebuild, keychain first aid, deleting the account, repair disk permission - doesn't help.
Mail's connection doctor says "smpt.xxxxxx - connection to server succeeded, no login required."
Anybody any ideas? Thanks, N

Been having the same problem for a few weeks now. This has been working just fine, and all of a sudden - nothing. The update to 10.5.6 didn't do anything to fix this either.
I've spent numerous hours on the phone with the Apple support. Seeing as the two other accounts that I have configured work with no problem, they say that this is a problem with the provider which is also the ISP. I then called the support line for the ISP and informed them of this and they say that it's a problem with the software.
Interestingly, if I send a message to somone with the same ISP, the message will go. But I can't send a message outside of the provider. Does anyone else have this problem?
Also, from another forum, they suggested rebuilding the LaunchServices database. The Apple support didn't see what that would do. But I tried it anyway and the problem still exists.
Another intesting thing is certificates. It's only happened twice, but I've received the message saying that Mail can't verify the certificate XXXXX which validates the identity of the smtp. Anyone else get this? I thought perhaps I could delete the certificate and it would magically reappear. But when I go into KeyChain, the certificate is listed only under System Root and I can't delete it.
ideas?

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Please follow these directions to delete the Mail "sandbox" folder.
Back up all data.
Triple-click the line below to select it:
~/Library/Containers/com.apple.mail
Right-click or control-click the highlighted line and select
Services ▹ Reveal
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Here it goes.
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By the way, the subject field for these messages isn't intended to hold a lot of text. Put a short description of your problem in the subject field and save the rest of your message for the body field.

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Did it work on the iPod before?
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I changed my passwords for mail....
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Hi bearbean!
Here is an article that will help walk you through some troubleshooting steps for this issue:
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http://support.apple.com/kb/ts3276
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My mail won't send...

Hi,
My mail won't send on my laptop. There is spinning next to "Send" but the message remains in the outbox.
I deleted and readded all email accounts. This did not solve the problem.
I started a chat with Apple Express support and they said that Lion doesn't support Apple mail so they couldn't help.
I can send via webmail.
I can receive mail.
One error message I receive after it has tried to send the message for awhile is:
Connections to the server “mail.smtp.me” 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.
My password and username are correct; however, the following error message appears in the Connection Doctor window:
Trying to log in to this SMTP account failed. Verify that the username and password are correct.
Does anyone have a real fix for this issue-it doesn't happen all the time, but has been happening every day for the past week and I need a reliable program to send mail.
Thanks.
lsb

Becky,
Check your smtp server and check if your password is added. After ungrading Mail might have lost the password.

Mail won't send but Connection Doctor says smtp account OK.

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