Mail.app Cannot Save SMTP Servers, Server List Out of Sync

This is a long standing bug where there's been just pedantic answers for a very obvious issue. SMTP server settings will not save in App… - Apple Community and SMTP server settings will not save in App… - Apple Community


The SMTP server list in Mail.app simply does not work.


In Settings -> Accounts, clicking on an IMAP account, for Outgoing Mail Server (SMTP), the Account pull down also includes and GMail Accounts you have listed. But when you click on "Edit SMTP Server List..." those Gmail accounts aren't there. I get what Apple is trying to do, but this is Mail.app, like usual, is trying to be too clever for its own good. This is a mismatch and confusing.


More annoying, If you add an SMTP server in that list, it often doesn't show up. Sometimes it will go back to the account settings, with the new account selected in the dropdown, but the new account will disappear from the drop down before your eyes and None will be selected! All logs show authentication successful.


This should be really, really simple, but Mail is failing at this. There's something happening in the background and Mail.app is either buggy or not helping users figure out what's happening.


Mac Pro, OS X 10.11

Posted on Jan 1, 2024 11:40 PM

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Posted on Jan 2, 2024 11:34 AM

After some further investigation, it looks like "Automatically manage connection settings" flat out doesn't work, at least with Amazon SES and probably other SMTP services.


You absolutely need to know the username, password, *port number*, whether it's TLS/SSL (probably yes these days) and the authentication method when adding the SMTP server.


If you don't, Mail will silently fail without telling you. At best, you'll occasionally save the SMTP server, but with an "(Offline)" notation. Totally sloppy and not user friendly at all.

2 replies
Question marked as Top-ranking reply

Jan 2, 2024 11:34 AM in response to Shu Chow

After some further investigation, it looks like "Automatically manage connection settings" flat out doesn't work, at least with Amazon SES and probably other SMTP services.


You absolutely need to know the username, password, *port number*, whether it's TLS/SSL (probably yes these days) and the authentication method when adding the SMTP server.


If you don't, Mail will silently fail without telling you. At best, you'll occasionally save the SMTP server, but with an "(Offline)" notation. Totally sloppy and not user friendly at all.

Jul 11, 2024 2:32 AM in response to Shu Chow

My experience is: Even if you know all your SMTP details Mail.app won't save them!

When i set all the correct values in the SMTP server list and click on the appearing Save button it looks like Mail.app saved the data. But wait for a few seconds and watch your screen – the data changes back to the previous (in my case wrong) values!

There's no way to persistently save the correct values! Crazy bug!


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Mail.app Cannot Save SMTP Servers, Server List Out of Sync

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