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Mail SMTP (outgoing) does not work after Yosemite upgrade

I have just updated Yosemite on my Mac and MacBook Air and the outgoing mails cannot be sent - the SMTP-connection fails.

It worked fully Ok few seconds before the upgrade was started.


So, I wonder if anyone or Apple can help on getting the Outgoing mails to work again.

iMac (27-inch Mid 2010), iOS 8.0.2

Posted on Oct 19, 2014 9:23 AM

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Posted on Oct 19, 2014 9:51 AM

Hi there,


I had a similar issue as well, although with only one of my Mail accounts (Comcast); The SMTP was listed as (offline).


Try going to Mail -> Preferences -> Highlight the account with the issue and under the "Account Information" tab you should see "Outgoing mail server (STMP)" In that drop down there is an option to "edit STMP server list".


Once in the edit list, Copy down all the settings for the server the account should be using from both the "account information" and "advanced" tabs, then delete the listing using the "-" button and then using the "+" add the server again with all the information you copied down.


This worked for me without having to delete and re-setup the entire account, and I hope it helps.

233 replies

Oct 20, 2014 10:09 AM in response to Chepoka

I wish I could tell you. I believe I got there from the window giving the error message. The problem has to do with Yosemite not recognizing SSL certificates. Just look around when you get the error message and look for the advanced tab in your mail accounts settings. Somewhere you're going to find something indicating that Mail is does not trust your server. Wish I could help more, but it's there.

Oct 20, 2014 12:16 PM in response to flemminggitte

Hi

not to sure if that works for everyone, So far it did for me. The same issue was when Mavericks game out . I had issues with two of my smtp accounts. After the upgrade Yosemite did the same thing as before with Maverick it changed the smtp settings to automatic detect settings in the advanced menu of your edit smtp server list. so just uncheck that setting. close down mail and open it up again and it did work for me. In the past the automatic setting game on by it self but so far it is off. You need to give the manual port number like 25 or 578 or what ever your provider gives you.

so for once more go to Mail Preferences choose accounts go to the account in question, make sure you on the first tab accunt information go to outgoing mail server , then go to edit Smtp server list (double arrows) and go to the advanced tap and uncheck the automatic settings make sure you have a port number below

hope that helps

Oct 20, 2014 5:11 PM in response to flemminggitte

I have this same type problem. I believe I have my account set up correctly, and have an SMTP Log which shows what the failure is. If I can manage to insert it, I will. Happy day: lots of room taken up, but a short clip from the log. Note that after connecting, he reads the first message (220) which tells him some info about my ISP's server. Then he writes an EHLO to the server. He reads the next message from the server, and gets message (250) which tells him more about the server characteristics I think. But then, he writes and EHLO again, and bang, he reads the next message, which is

503: Saw HELO/EHLO already. That is quitting time, and he is now OFFLINE.


Now, I left my work with IBM about 10 years ago, am 81 yrs old, and I have not had to debug any Apple code over the years, so I need to know if I can still access the Apple Knowledge Base info, how I might talk to a developer or tech guru, or if anything else that I could do to technical help.


CONNECTED Oct 20 16:40:48.124 [kCFStreamSocketSecurityLevelNone] -- host:smtp.everyone.net -- port:25 -- socket:0x6000004bbc00 -- thread:0x60800107e4c0


READ Oct 20 16:40:48.164 [kCFStreamSocketSecurityLevelNone] -- host:smtp.everyone.net -- port:25 -- socket:0x6000004bbc00 -- thread:0x60800107e4c0

220 dm0201.mta.everyone.net ESMTP EON-AUTHRELAY2


WROTE Oct 20 16:40:48.461 [kCFStreamSocketSecurityLevelNone] -- host:smtp.everyone.net -- port:25 -- socket:0x6000004bbc00 -- thread:0x60800107e4c0

EHLO [10.0.1.6]


READ Oct 20 16:40:48.515 [kCFStreamSocketSecurityLevelNone] -- host:smtp.everyone.net -- port:25 -- socket:0x6000004bbc00 -- thread:0x60800107e4c0

250-dm0201.mta.everyone.net

250-PIPELINING

250-SIZE 50000000

250-AUTH PLAIN LOGIN

250-AUTH=LOGIN

250 8BITMIME


WROTE Oct 20 16:40:48.515 [kCFStreamSocketSecurityLevelNone] -- host:smtp.everyone.net -- port:25 -- socket:0x6000004bbc00 -- thread:0x60800107e4c0

EHLO [10.0.1.6]


READ Oct 20 16:40:48.567 [kCFStreamSocketSecurityLevelNone] -- host:smtp.everyone.net -- port:25 -- socket:0x6000004bbc00 -- thread:0x60800107e4c0

503 Saw HELO/EHLO already

Mail SMTP (outgoing) does not work after Yosemite upgrade

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