The password type has to match md5, plain, kerberos,….
I find that the automatic settings assume virtual domains and always uses the 
full email address n...@cogs.com vs. just name. 
The correct password never works because the username is wrong.



> On Aug 6, 2019, at 10:14 AM, John Dale <j...@growingbusinesssolutions.com> 
> wrote:
> 
> Greetings;
> 
> Thanks for the info.
> 
> I have Dovecot talking well (popping in).
> 
> SMTP via postfix is giving me some issues.  I'll double check my ports and 
> typing. :)
> 
> I'm wondering if I need to change authentication settings on postfix to make 
> things more straightforward.
> 
> I also didn't see a spot in Mail.app to accept the postfix tls cert.
> 
> John
> 
> 
> On 8/6/19 8:02 AM, Larry Stone wrote:
>>> On Aug 6, 2019, at 8:32 AM, John Dale <j...@growingbusinesssolutions.com> 
>>> wrote:
>>> 
>>> Greetings;
>>> 
>>> I have Thunderbird working with PostFix/Dovecot for sending and receiving.
>>> 
>>> STARTTLS
>>> 
>>> Normal Password
>>> 
>>> I don't see these options in Mail.app for OSX.
>>> 
>>> I've tried updating ports and different combinations of available 
>>> authentication in Mail.app, but no luck.  It either times-out or has 
>>> connection denied.
>>> 
>>> Any recommendations?
>> I use MacOS Mail and for receiving, I just have “Automatically manage 
>> connection settings” checked and it just works (but that’s really a Dovecot 
>> question, not Postfix).
>> 
>> For sending, I do not have “Automatically manage connection settings” 
>> checked. Port is 587, Use TLS/SSL is checked, and Authentication is 
>> Password. But the correct settings for your server may be different.
>> 
>> It may seem silly to ask but make sure you didn’t make a typo in the server 
>> name.
>> 
>> 

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